Chemical and pharmaceutical bulletin

Studies on taxane synthesis. I. Synthesis of 3, 8, 11, 11-tetramethyl-4-oxobicyclo [5.3. 1] undecane as a model for taxane synthesis.

Y OHTSUKA, T OISHI

Index: Ohtsuka; Oishi Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 12 p. 4711 - 4721

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Citation Number: 12

Abstract

The bicyclo [5.3. 1] undecanone 5 corresponding to the A and B rings in taxane diterpenes was synthesized from β-ionone. Reduction of the tosylhydrazone 11 with catecholborane afforded the trisubstituted olefin 12 having trans substituents at the C-1 and C-7 positions.