STEREOSELECTIVE SYNTHESIS OF ALLYLTINS FROM VINYLTINS - A NEW ROUTE TO ENANTIOENRICHED ALPHA-SUBSTITUTED (GAMMA-ALKOXYALLYL))TINS FROM VINYLTIN ACETALS

Authors
WATRELOT S PARRAIN JL QUINTARD JP
Citation
S. Watrelot et al., STEREOSELECTIVE SYNTHESIS OF ALLYLTINS FROM VINYLTINS - A NEW ROUTE TO ENANTIOENRICHED ALPHA-SUBSTITUTED (GAMMA-ALKOXYALLYL))TINS FROM VINYLTIN ACETALS, Journal of organic chemistry, 59(26), 1994, pp. 7959-7961
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
26
Year of publication
1994
Pages
7959 - 7961
Database
ISI
SICI code
0022-3263(1994)59:26<7959:SSOAFV>2.0.ZU;2-9
Abstract
By using RCu(CN)MgX/BF3.Et(2)O, (gamma-alkoxyallyl)tins are obtained v ia S(N)2' Substitution reaction of 3-(tributylstannyl)acrolein acetals with a high Z selectivity and a possible control of the stereochemist ry at the newly created allylic carbon starting from a chiral acetal d erived from 2(R),4(R)-(-)-pentanediol.