Total synthesis of spatane diterpenes: the tricyclic nucleus

…, SR Raychaudhuri, DB Miller, RB Sharma

Index: Salomon; Sachinvala; Roy; Basu; Raychaudhuri; Miller; Sharma Journal of the American Chemical Society, 1991 , vol. 113, # 8 p. 3085 - 3095

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Citation Number: 25

Abstract

Abstract: A convergent, stereocontrolled construction of the cis, anti, cis-tricycl0 [5.3. 0.0~*~] decane nucleus of spatane diterpenes was achieved by 2a+ 2a photocycloaddition of 2- cyclopenten-1-one, as an A-ring precursor, with a carbonyl-masked derivative of 6- methylbicyclo [2.2. I] hept-5-en-2-one as a temporarily bridged C-ring precursor. By design, the temporary bridge assures the correct stereochemical relationship between the B-ring ...