Optically active quaternary carbon centers from the photoaddition of chromium-alkoxycarbene complexes and optically active thiazolines

DK Thompson, N Suzuki, LS Hegedus…

Index: Thompson, Douglas K.; Suzuki, Naoki; Hegedus, Louis S.; Satoh, Yoshitaka Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1461 - 1467

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Citation Number: 28

Abstract

The photolytic reaction of chromium-alkoxycarbene complexes with valine-derived, optically active thiazolines produced optically active@-lactam penam derivatives in fair to good yield and with high diastereoselectivity. In most cases alcoholosis of the &lactam followed by solvolysis of the thiazolidine ring produced optically active quaternary centers having carbon substituents in four different oxidation states-alkane, alkoxy, aldehyde, and ester. The ...