A SELECTIVE PROCEDURE FOR ALPHA-ALKENYLATION OF ENONES INVOLVING PD-CATALYZED ALKENYL-ALKENYL COUPLING AND ITS APPLICATION TO A CONVERGENT AND EFFICIENT SYNTHESIS OF NAKIENONE-B
M. Pour et E. Negishi, A SELECTIVE PROCEDURE FOR ALPHA-ALKENYLATION OF ENONES INVOLVING PD-CATALYZED ALKENYL-ALKENYL COUPLING AND ITS APPLICATION TO A CONVERGENT AND EFFICIENT SYNTHESIS OF NAKIENONE-B, Tetrahedron letters, 37(27), 1996, pp. 4679-4682
A convergent and efficient synthesis of a marine natural product, naki
enone B (1), was achieved using a new protocol for a-alkenylation of e
nones involving Pd-catalyzed coupling of alkenylzincs with alkenyl iod
ides. This protocol features (i) avoidance of acidic conditions and (i
i) flexibility in charge affinity pattern with respect to the two aken
yl groups to be coupled. Copyright (C) 1996 Elsevier Science Ltd