New building blocks for efficient and highly diastereoselective polyol production—synthesis and utility of (R[hair space]′,R[hair space]′,S,S[hair space]) and (S′,S′,R,R)-2,3-butane diacetal protected butane tetrol derivatives

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Jaqueline S. Barlow, Darren J. Dixon, Alison C. Foster, Steven V. Ley and Dominic J. Reynolds


Abstract

The efficient synthesis of aldehydes derived from 2,3-butane diacetal protected butane tetrols (S[hair space]′,S[hair space]′,R,R)-5 and (R[hair space]′,R[hair space]′,S,S[hair space])-6 and their utility in the controlled synthesis of polyhydroxylated materials through highly diastereoselective Lewis acid mediated addition reactions of allyltributylstannane and silyl enol ether nucleophiles is described.


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