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:	allylstannane stereocontrol
Online Access:	http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532001000500005

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spelling	doaj-ea7b220ca30940409f532a2c6ade99772020-11-24T22:05:41ZengSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society0103-50532001-01-011256236261,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydesKumar PoonamThomas Eric J.Tray Daniel R.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.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532001000500005allylstannanestereocontrol
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Kumar Poonam Thomas Eric J. Tray Daniel R.
spellingShingle	Kumar Poonam Thomas Eric J. Tray Daniel R. 1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes Journal of the Brazilian Chemical Society allylstannane stereocontrol
author_facet	Kumar Poonam Thomas Eric J. Tray Daniel R.
author_sort	Kumar Poonam
title	1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
title_short	1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
title_full	1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
title_fullStr	1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
title_full_unstemmed	1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
title_sort	1,5-induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes
publisher	Sociedade Brasileira de Química
series	Journal of the Brazilian Chemical Society
issn	0103-5053
publishDate	2001-01-01
description	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.
topic	allylstannane stereocontrol
url	http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532001000500005
work_keys_str_mv	AT kumarpoonam 15inductioninreactionsbetween2alkoxy2tributylstannylethylidenecyclohexanesandaldehydes AT thomasericj 15inductioninreactionsbetween2alkoxy2tributylstannylethylidenecyclohexanesandaldehydes AT traydanielr 15inductioninreactionsbetween2alkoxy2tributylstannylethylidenecyclohexanesandaldehydes
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1,5-Induction in reactions between 2-alkoxy-(2-tributylstannylethylidene)cyclohexanes and aldehydes

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