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A Photochemical Approach to a Potential Precursor of the Bicyclo [6.4.0] Dodecane Ring System of Taxane Diterpenes
Authors:M Benchikh-le-Hocine  D Do Khac  M Fetizon  T Prange
Institution:1. Laboratoire de Synthèse Organique , Ecole Polytechnique , 91128, Palaiseau, France;2. Chimie Structurale Bio-Organique , U. F. R. Biomédicale , 93012, Bobigny, France
Abstract:The intermolecular 2+2] photocycloaddition of dimedone 6 and 1-acetoxy-2-methyl-5-dioxolan-1-hexene 7 followed by alkaline treatment, gave the 1,5,5,11-tetramethyl-7-dioxolan bicyclo 4,3,2]-4-decen-2,3-dione 12, and the 1,5,5-trimethyl-3-hydroxy-7-dioxolan bicyclo 5,4,1] dodecan-2,11-dione 13.
Keywords:Taxane  [2+2] Photocycloaddition  Dimedone  Cyclobutane r ring opening  De Mayo reaction  Cyclization
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