The chemistry of L-ascorbic and D-isoascorbic acids. 1. The preparation of chiral butanetriols and-tetrols

E Abushanab, P Vemishetti, RW Leiby…

Index: Abushanab; Vemishetti; Leiby; Singh; Mikkilineni; Wu; Saibaba; Panzica Journal of Organic Chemistry, 1988 , vol. 53, # 11 p. 2598 - 2602

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Citation Number: 163

Abstract

Recently, we reported the synthesis of 1, 2-O-protected L-threitols from L-ascorbic acid. 2 While these and their D-isomers are easily obtained from D-and L-tartaric acids, the same is not true for the chiral erythritols, which are derivable from meso-tartaric acid. In this paper we now dascribe the hitherto unknown, 1, 2 (R)-O-isopropylidene-and 1, 2 (R)-O- benzylideneerythritols from D-isoascorbic acid. 3 These versatile intermediates were used ...