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2-methylthioacetic acid and diethyl malonate as acyl anion equivalents. Synthesis of juvabione

โœ Scribed by Barry M. Trost; Yoshinao Tamaru

Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
184 KB
Volume
16
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

1 Acyl anions have rapidly become useful synthons. Thioacetals, 2 3 4 thioacetal monosulfoxides, protected cyanohydrins, and enol ethers have served in this role. The facile oxidative decarboxylation of carboxylic 5 acids makes them prime candidates as inexpensive and easily manipulated acyl anion equivalents.

In this Communication, we wish to report the realization of this scheme using very readily available methylthioacetic acid and diethyl malonate in this role.

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