Tetrahedron Letters

Stereospecific synthesis of t, t-1, 2, 3-trisubstituted cyclopentanes and of angularly disubstituted t-hydrindanols

T Imagawa, S Sugita, T Akiyama, M Kawanisi

Index: Imagawa, Takeshi; Sugita, Syuichi; Akiyama, Tetsuo; Kawanisi, Mituyosi Tetrahedron Letters, 1981 , vol. 22, # 27 p. 2569 - 2572

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Citation Number: 6

Abstract

Abstract Anodic oxidative decarboxylation of endo-3-methoxycarbonyl-7-oxabicyclo [2.2. 1] heptane-endo-2-carboxylate anion gave exclusively an oxygen-assisted Wagner-Meerwein- rearranged product, methyl 3-methoxy-2-oxabicyclo [2.2. 1] heptane-anti-7-carboxylate, constituting a method for the stereospecific synthesis of c-3-acyl-t-2-methoxycarbonyl-r-1- cyclopentanols. Synthesis of 7a-methoxycarbonyl-t-hydrindane-3a, 1-carbolactones was ...