1,6-ASYMMETRIC INDUCTION IN REACTIONS BETWEEN 6-HYDROXY-5-METHYLHEX-2-ENYL(TRIBUTYL)STANNANE AND ALDEHYDES PROMOTED BY TIN(IV) BROMIDE

Authors
STANWAY SJ THOMAS EJ
Citation
Sj. Stanway et Ej. Thomas, 1,6-ASYMMETRIC INDUCTION IN REACTIONS BETWEEN 6-HYDROXY-5-METHYLHEX-2-ENYL(TRIBUTYL)STANNANE AND ALDEHYDES PROMOTED BY TIN(IV) BROMIDE, Tetrahedron letters, 36(19), 1995, pp. 3417-3420
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
19
Year of publication
1995
Pages
3417 - 3420
Database
ISI
SICI code
0040-4039(1995)36:19<3417:1IIRB6>2.0.ZU;2-O
Abstract
(R)-6-Hydroxy-5-methylhex-2-enyl(tributyl)stannane 4 transmetallates o n treatment with tin(IV) bromide to give an intermediate allyltin trib romide which reacts with aldehydes to give 1-substituted (Z)-6-methylh ept-2-ene-1,7-diols 7 with excellent anti-1,6-asymmetric induction.