Additions and Corrections - Evidence for Proton Tunneling in Strong Base Promoted(Stepwise)...

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Additions and Corrections Page 5225. The heading of the fourth column of Table I11 should be 1/2 rather than 2/1. J. Org. Chem., Vol. 47, No. 27, 1982 5427 Pullachipatti K. Subramanian,Nallappan ChandraSekara, Kondareddiar Ramalingam,* Phanviet M. Tan, George C. Levy,* Nagichettiar Satyamurthy, and K. Darrell Berlin.* Steric Effects on Nitrogen-15 Chemical Shifts of 4-Aminooxanes (Tetrahydropyrans), 4-Aminothiane5, and the Corresponding Nfl-Dimethyl Derivatives. Use of Nitrogen-15 Shifts as an Aid in Stereochemical Analysis of These Heterocyclic Systems.. Page 1935. Scheme 11. The upper right structure labeled 1' should be li' (and atom 1 should be oxygen instead of CH,); the lower structure labeled 1" should be li". Vol. 47, 1982 Harold Kwart* and Ann G. Horgan. Evidence for Proton Tunneling in Strong Base Promoted (Stepwise) @-Elimination Reactions. Page 159. Column 1, summary 1.8: change 1.197 to 1.228. Page 159. Column 2, table I, footnote d change 1.197 to 1.228. Page 161. Column 1, figure 1 legend, 1.29 change 0.21 to 0.163. Page 161. Column 1, figure 1 legend, 1.33: change 0.3 to 0.35. R. Daniel Little,* Roland Verh6,f William T. Monte, Seln Nugent, and James R. Dawson. MIRC Reactions. 3. Use of Doubly Activated Substrates. Page 362. Column 2, Scheme 11. The line formulas in the lower right-hand corner of the scheme should read NuCH2CH2C02R + -OH, not NuCHzCHCOzR + -OH. Page 363. Column 1. The compounds should be numbered la, lb, and 2, not la, lb, and IC. Marshall Gates. Condensation of Naphthcquinones with Polar Ethylenes. A Reexamination. Page 578, column 1. The first sentence of the second paragraph of this note which reads as printed "A reexamination of these substances with the aid of instrumental techniques unavailable at the time of the original work has para-disubstituted phenyl certain of the structural assignments are incorrect" is unintelligible. It should be altered by deleting "para-disubstituted phenyl" and inserting "shown that". Also the number 1 designating the upper structure on the right-hand column of page 578 is missing. Sheldon E. Cremer* and Craig Blankenship. Preparation and Characterization of 2-Silanorbornanes. Page 1628. Column 2. The structures in this column appear as 2-silabicyclo[2.2.1]heptanes; these should be drawn as 3-sila- bicyclo[3.2.l]octanes as stated on line 13 (from the top) of this column. Aluru S. Sarma* and Partha Chattopadhyay. Synthetic Studies of trans-Clerodane Diterpenoids and Congeners: Ster- eocontrolled Total Synthesis of (*)-Avarol. Page 1727. The few descriptions relating to the stereochemical assignments, based on the conversion of compound 7b to the keto ester 8, should be ignored in the light of the details recently published by Sullivan and Faulkner (Tetrahedron Letts. 1982, 23,907-910). However, the stereochemistry of all the described synthetic compounds, including 7b and 8, remains valid (cf. ref 23, cited in the publication). A. B. Smith, 111, S. J. Branca, N. N. Pilla, and M. A. Gua- ciaro. Stereocontrolled Total Synthesis of (*)-Pentenomycins 1-111, Their Epimers, and Dehydropentenomycin I. Page 1855. Column 1, line 13. Should read (b) R1 = H; Rz = Ac. Page 1856. Column 2. Structure 16 should read: OAc / Howard E. Smith,* Clinton A. Taylor, Jr., Antony F. McDonagh, and Fu-Ming Cheq, Optically Active Amines. 30. Application of the Salicylidenimino Chirality Rule to Aliphatic and Alicyclic Amines. Page 2527. Column 1, line 30-31 should read (R)-3-amino- 2,2-dimethylbutane [(R)-3d] instead of (R)-2-amino-2,2-di- methylbutane [ (R)-3d]. M. Niyaz Khan* and L. Malspeis. Kinetics of Mechanism of Thiolytic Cleavage of the Antitumor Compound 4'-[(9- Acridinyl)amino]methanesulfon-m-anisidide. Pages 2731-2740. The work described in this paper was carried out in the Division of Pharmaceutics and Pharmaceutical Chemistry, College of Pharmacy, The Ohio State University, Columbus, Ohio 43210. This investigation was supported by PHS Grant No. CA 27633 awarded by the National Cancer Institute, DHHS to Louis Malspeis. John R. Siegman and John J. Homer.* Photodehalogenation of the Monochloro- and Monofluoroanisoles. Page 2776. Scheme I1 (shown below) was omitted from the paper. Scheme I1 H abstraction 'ArCI* - CIS f Ar. - reduction t 14- 3ArCI* [ArCI]: - Arcla- + ArCI? substttutlon Page 2777. Existing Scheme I1 top of page should be renum- Page 2777. First paragraph, line 2 (Scheme 11) reference leave Page 2777. Column 2, second paragraph, line 8: change bered "Scheme 111". as is. "Scheme 11" to new reference "Scheme 111". Dolores A. Konen, Leonard S. Silbert,*and Calvin J. Dooley. Specific and Selective Site Reactions of Alkanoate Derivatives. 2. Isomerization and Lactonization of Chloroalkanoic Acids in Strong Acid Media'. be 'has". "Our" should be "One". Page 2779. Column 1, lie 4 under Introduction: "was" should Page 2780. Column 1, line 15: "acid" should be "aid"; line 2 9 John D. Scribner,* Norma K. Scribner, David L. Smith, Ellen Jenkins, and James A. McCloskey. Acylation of Nu- cleosides by N-Acetoxy-N-arylacetamides: Dependence on Base, Aryl Group, and Buffer Concentration. Page 3144. Due to a printing error, Figures 2 and 4 lack the necessary mass spectral data. Proper versions of these figures are shown below. 'OH 16

Transcript of Additions and Corrections - Evidence for Proton Tunneling in Strong Base Promoted(Stepwise)...

Additions and Corrections

Page 5225. The heading of the fourth column of Table I11 should be 1 / 2 rather than 2/1.

J. Org. Chem., Vol. 47, No. 27, 1982 5427

Pullachipatti K. Subramanian, Nallappan ChandraSekara, Kondareddiar Ramalingam,* Phanviet M. Tan, George C. Levy,* Nagichettiar Satyamurthy, and K. Darrell Berlin.* Steric Effects on Nitrogen-15 Chemical Shifts of 4-Aminooxanes (Tetrahydropyrans), 4-Aminothiane5, and the Corresponding Nfl-Dimethyl Derivatives. Use of Nitrogen-15 Shifts as an Aid in Stereochemical Analysis of These Heterocyclic Systems..

Page 1935. Scheme 11. The upper right structure labeled 1' should be li' (and atom 1 should be oxygen instead of CH,); the lower structure labeled 1" should be li".

Vol. 47, 1982

Harold Kwart* and Ann G. Horgan. Evidence for Proton Tunneling in Strong Base Promoted (Stepwise) @-Elimination Reactions.

Page 159. Column 1, summary 1.8: change 1.197 to 1.228. Page 159. Column 2, table I, footnote d change 1.197 to 1.228. Page 161. Column 1, figure 1 legend, 1.29 change 0.21 to 0.163. Page 161. Column 1, figure 1 legend, 1.33: change 0.3 to 0.35.

R. Daniel Little,* Roland Verh6,f William T. Monte, Seln Nugent, and James R. Dawson. MIRC Reactions. 3. Use of Doubly Activated Substrates.

Page 362. Column 2, Scheme 11. The line formulas in the lower right-hand corner of the scheme should read NuCH2CH2C02R + -OH, not NuCHzCHCOzR + -OH.

Page 363. Column 1. The compounds should be numbered la, lb, and 2, not la, lb, and IC.

Marshall Gates. Condensation of Naphthcquinones with Polar Ethylenes. A Reexamination.

Page 578, column 1. The first sentence of the second paragraph of this note which reads as printed "A reexamination of these substances with the aid of instrumental techniques unavailable a t the time of the original work has para-disubstituted phenyl certain of the structural assignments are incorrect" is unintelligible. It should be altered by deleting "para-disubstituted phenyl" and inserting "shown that". Also the number 1 designating the upper structure on the right-hand column of page 578 is missing.

Sheldon E. Cremer* and Craig Blankenship. Preparation and Characterization of 2-Silanorbornanes.

Page 1628. Column 2. The structures in this column appear as 2-silabicyclo[2.2.1]heptanes; these should be drawn as 3-sila- bicyclo[3.2.l]octanes as stated on line 13 (from the top) of this column.

Aluru S. Sarma* and Partha Chattopadhyay. Synthetic Studies of trans-Clerodane Diterpenoids and Congeners: Ster- eocontrolled Total Synthesis of (*)-Avarol.

Page 1727. The few descriptions relating to the stereochemical assignments, based on the conversion of compound 7b to the keto ester 8, should be ignored in the light of the details recently published by Sullivan and Faulkner (Tetrahedron Letts. 1982, 23,907-910). However, the stereochemistry of all the described synthetic compounds, including 7b and 8, remains valid (cf. ref 23, cited in the publication).

A. B. Smith, 111, S. J. Branca, N. N. Pilla, and M. A. Gua- ciaro. Stereocontrolled Total Synthesis of (*)-Pentenomycins 1-111, Their Epimers, and Dehydropentenomycin I.

Page 1855. Column 1, line 13. Should read (b) R1 = H; Rz = Ac.

Page 1856. Column 2. Structure 16 should read:

OAc /

Howard E. Smith,* Clinton A. Taylor, Jr., Antony F. McDonagh, and Fu-Ming Cheq, Optically Active Amines. 30. Application of the Salicylidenimino Chirality Rule to Aliphatic and Alicyclic Amines.

Page 2527. Column 1, line 30-31 should read (R)-3-amino- 2,2-dimethylbutane [(R)-3d] instead of (R)-2-amino-2,2-di- methylbutane [ (R)-3d].

M. Niyaz Khan* and L. Malspeis. Kinetics of Mechanism of Thiolytic Cleavage of the Antitumor Compound 4'-[(9- Acridinyl)amino] methanesulfon-m-anisidide.

Pages 2731-2740. The work described in this paper was carried out in the Division of Pharmaceutics and Pharmaceutical Chemistry, College of Pharmacy, The Ohio State University, Columbus, Ohio 43210. This investigation was supported by PHS Grant No. CA 27633 awarded by the National Cancer Institute, DHHS to Louis Malspeis.

John R. Siegman and John J. Homer.* Photodehalogenation of the Monochloro- and Monofluoroanisoles.

Page 2776. Scheme I1 (shown below) was omitted from the paper.

Scheme I1 H abstraction

'ArCI* - CIS f Ar. - reduction

t 1 4 - 3ArCI* [ArCI]: - Arcla- + ArCI? substttutlon

Page 2777. Existing Scheme I1 top of page should be renum-

Page 2777. First paragraph, line 2 (Scheme 11) reference leave

Page 2777. Column 2, second paragraph, line 8: change

bered "Scheme 111".

as is.

"Scheme 11" to new reference "Scheme 111".

Dolores A. Konen, Leonard S. Silbert,* and Calvin J. Dooley. Specific and Selective Site Reactions of Alkanoate Derivatives. 2. Isomerization and Lactonization of Chloroalkanoic Acids in Strong Acid Media'.

be 'has".

"Our" should be "One".

Page 2779. Column 1, l i e 4 under Introduction: "was" should

Page 2780. Column 1, line 15: "acid" should be "aid"; line 29

John D. Scribner,* Norma K. Scribner, David L. Smith, Ellen Jenkins, and James A. McCloskey. Acylation of Nu- cleosides by N-Acetoxy-N-arylacetamides: Dependence on Base, Aryl Group, and Buffer Concentration.

Page 3144. Due to a printing error, Figures 2 and 4 lack the necessary mass spectral data. Proper versions of these figures are shown below.

'OH 16