Chemical & Pharmaceutical Bulletin 1997-12-01

Preparation of useful synthetic intermediates of Taxol analogs, cyclooctenone derivatives.

K Yamada, T Tozawa, K Saitoh, T Mukaiyama

Index: Chem. Pharm. Bull. 45(12) , 2113-5, (1997)

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Abstract

Stereoselective syntheses of omega-(alpha-bromoketo) octanals and nonanal with oxygenated functions and formation of the corresponding eight-membered carbocyclic aldols by subsequent samarium(II)-mediated cyclization are demonstrated. Cyclooctenones deoxygenated at the C2 or C10 position in the taxane framework are prepared by dehydration of the above aldols.