Synthetic communications

Stereocontrolled Preparation of (Z)-1, 4-But-2-endiol Estersin Phase-Transfer Conditions

C Malanga, L Pagliai, R Menicagli

Index: Malanga, C.; Pagliai, L.; Menicagli, R. Synthetic Communications, 1990 , vol. 20, # 18 p. 2821 - 2826

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Citation Number: 5

Abstract

(Z)-l,4-But-2-endiol (1) derivatives are often used as C4-building blocks' and we have also recently reported the preparation of either (Z)-allylic or homoallylic alcohols from 2-methyl-1,3-dioxep- 4-ene (2) or l,l-di(a-tetrahydro- pyranyloxyl-but-2-ene (31, respectively, by Ni(I1) cata- lyzed alkylation using Grignard reagents.?~~ The virtually total complete regiocontrol, observed ... R = R' = Ts (41, Piv (5), Bn (6); R = Ts, R'= Piv (7) ... The structure and,the stcreochemistry of ...

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