Indole derivativesR 0140 DOI: 10.1002/chin.201148117

Catalytic Enantioselective C—H Functionalization of Indoles with α-Diazopropi-onates Using Chiral Dirhodium(II) Carboxylates: Asymmetric Synthesis of the (+)-α-Methyl-3-indolylacetic Acid Fragment of Acremoauxin A. — The title reac-tion provides a variety of N-Mom-protected α-methyl-3-indolylacetates (III) in mod-erate enantioselectivities up to 86%. The synthetic utility is demonstrated in the prep-aration of α-methyl-3-indolylacetic acid (VII), a key synthon in the synthesis of the plant growth inhibitor acremoauxin A (VIII). — (GOTO, T.; NATORI, Y.; TAKEDA, K.; NAMBU, H.; HASHIMOTO*, S.; Tetrahedron: Asymmetry 22 (2011) 8, 907-915, http://dx.doi.org/10.1016/j.tetasy.2011.05.011 ; Fac. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan; Eng.) — Mischke

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ChemInform 2011, 42, issue 48 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ChemInform 2011, 42, issue 48 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim