Organic letters

Pd-catalyzed carbocyclization-Negishi cross-coupling cascade: A novel approach to 1α, 25-dihydroxyvitamin D3 and analogues

C Gómez-Reino, C Vitale, M Maestro, A Mourino

Index: Gomez-Reino, Clara; Vitale, Cristian; Maestro, Miguel; Mourino, Antonio Organic Letters, 2005 , vol. 7, # 26 p. 5885 - 5887

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Citation Number: 24

Abstract

A mild palladium-catalyzed cascade has been used for the synthesis of the hormone 1α, 25- dihydroxyvitamin D3 (calcitriol, 1a) and its analogues 1b and 1c. This one-pot process involves two consecutive transformations at room temperature: An initial palladium- catalyzed 6-exo-cyclocarbopalladation of vinyl triflates followed by a Negishi cross-coupling reaction with an alkenyl zinc. This novel strategy opens new possibilities for the ...