Oxidation of chiral α-phenylacetate derivatives: formation of dimers with contiguous quaternary stereocenters versus tertiary alcohols

MC Kozlowski, ES DiVirgilio, K Malolanarasimhan…

Index: Kozlowski, Marisa C.; DiVirgilio, Evan S.; Malolanarasimhan, Krishnan; Mulrooney, Carol A. Tetrahedron Asymmetry, 2005 , vol. 16, # 21 p. 3599 - 3605

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Citation Number: 12

Abstract

The menthol esters of α-phenylacetate derivatives undergo diastereoselective oxidative dimerizations (α-cyano) in the presence of oxidants, and nitrosylation (α-amido) in the presence of CAN to form products containing adjacent functionalized quaternary stereocenters and tertiary alcohols, respectively.

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