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

โœ Scribed by Takeshi Imagawa; Syuichi Sugita; Tetsuo Akiyama; Mituyosi Kawanisi

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
607 KB
Volume
22
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Anodic oxidative decarboxylation of endo-3-methoxycarbonyl-7-oxabicyclo[2.2.llheptane-endo-2-carboxylate anion gave exclusively an oxygenassisted 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,l-carbolactones was also attained.

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