AN EFFICIENT AND SELECTIVE SYNTHESIS OF NAKIENONE-A INVOLVING A NOVELPROTOCOL FOR ALPHA-ALKENYLATION OF KETONES VIA PALLADIUM-CATALYZED ALKENYL-ALKENYL COUPLING
M. Pour et E. Negishi, AN EFFICIENT AND SELECTIVE SYNTHESIS OF NAKIENONE-A INVOLVING A NOVELPROTOCOL FOR ALPHA-ALKENYLATION OF KETONES VIA PALLADIUM-CATALYZED ALKENYL-ALKENYL COUPLING, Tetrahedron letters, 38(4), 1997, pp. 525-528
Nakienone A was synthesized for the first time from 3-methoxy-2-cyclop
entenone, dienyl iodide 7, and LICH(2)OMOM in 8 steps in 26% overall y
ield with full control of the alkene geometry using the Pd-catalyzed c
ross coupling reaction of a cyclopentenylzinc derivative 6a with 7 as
a key step. (C) 1997, Elsevier Science Ltd. All rights reserved.