1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
- Resource Type
- article
- Authors
- Kumar, Poonam; Thomas, Eric J.; Tray, Daniel R.
- Source
- Journal of the Brazilian Chemical Society. October 2001 12(5)
- Subject
- allylstannane
stereocontrol
- Language
- English
- ISSN
- 0103-5053
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.