Stereoselective 1,4-silaboration of 1,3-dienes catalyzed by nickel complexes

Authors
Suginome, M Matsuda, T Yoshimoto, T Ito, Y
Citation
M. Suginome et al., Stereoselective 1,4-silaboration of 1,3-dienes catalyzed by nickel complexes, ORG LETT, 1(10), 1999, pp. 1567-1569
Citations number
36
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
10
Year of publication
1999
Pages
1567 - 1569
Database
ISI
SICI code
1523-7060(19991118)1:10<1567:S1O1CB>2.0.ZU;2-J
Abstract
The silicon-boron bond of (dimethylphenylsilyl)pinacolborane was stereosele ctively added to acyclic 1,3-dienes in a 1,4-fashion to give (Z)4-boryl-1 - silyl-2-alkene derivatives in the presence of a Ni(0) catalyst generated fr om Ni(acac)(2) and diisobutylaluminum hydride, 1,4-Silaboration of cyclic 1 ,3-dienes required the use of cyclohexyldiphenylphosphine with the Ni(0) ca talyst to afford cis-1-boryl-1-silyl-2-cycloalkene derivatives in high yiel ds with high stereoselectivities.