Tandem RCM of dienynes for the construction of Taxol-type carbocyclic systems

…, EM Codesido, E Sobarzo-Sánchez, L Castedo…

Index: Garcia-Fandino, Rebeca; Codesido, Eva M.; Sobarzo-Sanchez, Eduardo; Castedo, Luis; Granja, Juan R. Organic Letters, 2004 , vol. 6, # 2 p. 193 - 196

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Citation Number: 54

Abstract

Following our success with dienyne 2a, 2a we wished to evaluate the scope of dienyne RCM 5 for the construction of polycarbocyclic systems containing an eight-membered ring. We envisaged that elongation of the alkynyl chain (n = 1) would allow construction of the bicyclo[5.3.1]undecadiene system characteristic of taxanes (Figure 1). 6 The use of hydrindanone 3 as a platform would both aid formation of the eight-membered ring 2 and provide a CD system on which the ...