Tetrahedron

Asymmetric synthesis of (S)-(+)-carnitine and analogs

RP Jain, RM Williams

Index: Jain, Rajendra P; Williams, Robert M Tetrahedron, 2001 , vol. 57, # 30 p. 6505 - 6509

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Citation Number: 29

Abstract

A general asymmetric route to enantiomerically pure (S)-(+)-carnitine and analogs has been investigated that involves monoaddition of organometallic reagents to the lactone carbonyl group of (5R, 6S)-4-(benzyloxycarbonyl)-5, 6-diphenyl-2, 3, 5, 6-tetrahydro-4H-1, 4-oxazin-2- one and Lewis acid promoted stereoselective allylation of the resulting hemiacetals. The diastereomerically pure allyl oxazines thus obtained were readily converted into ...

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