RADICAL HYDROSTANNYLATION, PD(0)-CATALYZED HYDROSTANNYLATION, STANNYLCUPRATION OF PROPARGYL ALCOHOLS AND ENYNOLS - REGIOSELECTIVES AND STEREOSELECTIVITIES

Authors
BETZER JF DELALOGE F MULLER B PANCRAZI A PRUNET J
Citation
Jf. Betzer et al., RADICAL HYDROSTANNYLATION, PD(0)-CATALYZED HYDROSTANNYLATION, STANNYLCUPRATION OF PROPARGYL ALCOHOLS AND ENYNOLS - REGIOSELECTIVES AND STEREOSELECTIVITIES, Journal of organic chemistry, 62(22), 1997, pp. 7768-7780
Citations number
49
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
62
Issue
22
Year of publication
1997
Pages
7768 - 7780
Database
ISI
SICI code
0022-3263(1997)62:22<7768:RHPHS>2.0.ZU;2-3
Abstract
Different enynols and propargyl derivatives were sumitted to radical h ydrostannylation (Bu3SnH/AIBN), Pd(0)-catalyzed hydrostannylation [Bu3 SnH/Pd(0)], and stannylcupration [Bu3Sn(R)CuCNLi2] conditions. Except for the radical stannylation reaction, high regio-and stereoselective formation of vinyl-and dienylstannanes are obtained. Results are tenta tively explained in terms of steric Interactions between the alkyne or enyne substituents and the palladium or cuprate moieties in the diffe rent reaction intermediates.