1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes

2-Methoxy(2-tributylstannylethylidene)cyclohexane 16 undergoes stereoselective transmetalation on treatment with tin(IV) chloride to generate the allyltin trichloride 19 which reacts with aldehydes to give the (Z)-(3-hydroxyalkylidene)-2-methoxycyclohexanes 17a-g with excellent 1,5-stereocontrol.

Bibliographic Details
Main Authors: Kumar Poonam, Thomas Eric J., Tray Daniel R.
Format: Article
Language:English
Published: Sociedade Brasileira de Química 2001-01-01
Series:Journal of the Brazilian Chemical Society
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532001000500005