Convenient synthesis of optically active 1, 2-diol monosulfonates and terminal epoxides via oxazaborolidine-catalyzed asymmetric borane reduction of α-sulfonyloxy …

BT Cho, WK Yang, OK Choi

Index: Cho, Byung Tae; Yang, Weon Ki; Choi, Ok Kyung Journal of the Chemical Society, Perkin Transactions 1, 2001 , # 10 p. 1204 - 1211

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Citation Number: 29

Abstract

Optically active 1,2-diol monosulfonates have been widely used as precursors for the synthesis of chiral epoxides, 1 chiral ligands 2 and chiral solvating agents. 3 For the synthesis of these compounds, biological methods such as enzymatic esterification 4a,b or hydrolysis 1,4c of the racemic mixtures and selective monosulfonylation 2,3,5 of optically active 1,2-diols have been reported. One of the most convenient methods for obtaining the compounds may be ...