Issue 11, 1990

Acyl radical cyclizations in synthesis. Part 3. Synthesis of (±)-trans-3,5-bis-(t-butyldimethylsiloxy)-2-methylenecyclohexanone, an ‘A’ ring model for 1α, 25-dihydroxyvitamin D3

Abstract

A concise synthesis of (±)-trans-3,5-bis(t-butyldimethylsiloxy)-2-methylenecyclohexanone has been developed. The synthesis proceeds in seven steps from ethyl acetoacetate and involves a highly efficient acyl radical cyclization to construct the six-membered ring.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1990, 2875-2879

Acyl radical cyclizations in synthesis. Part 3. Synthesis of (±)-trans-3,5-bis-(t-butyldimethylsiloxy)-2-methylenecyclohexanone, an ‘A’ ring model for 1α, 25-dihydroxyvitamin D3

D. Batty, D. Crich and S. M. Fortt, J. Chem. Soc., Perkin Trans. 1, 1990, 2875 DOI: 10.1039/P19900002875

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