1997 bridged compounds

bridged compoundsQ 0060

09 - 073Neighboring Group Participation in a Regio- and StereoselectiveChlorination of a Bicyclo(2.2.2)octanone. — The zinc chloride medi-ated acetylation of the optically active silyl enol ether (I) gives the β-diketone(III) together with the regio- and stereoselectively chlorinated compound (IV).The chlorination most likely occurs via neighboring group participation by theendo acetoxy group. — (ALMQVIST, F.; FREJD, T.; J. Org. Chem. 61(1996) 20, 6947-6951; Dep. Chem., Lund Univ., S-221 00 Lund, Swed.; EN)

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