Tetrahedron

Palladium-catalyzed, asymmetric Baeyer–Villiger oxidation of prochiral cyclobutanones with PHOX ligands

KS Petersen, BM Stoltz

Index: Petersen, Kimberly S.; Stoltz, Brian M. Tetrahedron, 2011 , vol. 67, # 24 p. 4352 - 4357

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Citation Number: 21

Abstract

Abstract Described in this report is a general method for the conversion of prochiral 3- substituted cyclobutanones to enantioenriched γ-lactones through a palladium-catalyzed Baeyer–Villiger oxidation using phosphinooxazoline ligands in up to 99% yield and 81% ee. Lactones of enantiopurity≥ 93% could be obtained through a single recrystallization step. Importantly, 3, 3-disubtituted cyclobutanones produced enantioenriched lactones ...

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