Relay cross metathesis reactions of vinylphosphonates

Dimethyl (β-substituted) vinylphosphonates do not readily undergo cross metathesis reactions with Grubbs catalyst and terminal alkenes. However, the corresponding mono- or diallyl vinylphosphonate esters undergo facile cross metathesis reactions. The improved reactivity is attributed to a relay step...

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Main Authors:	Raj K. Malla, Jeremy N. Ridenour, Christopher D. Spilling
Format:	Article
Language:	English
Published:	Beilstein-Institut 2014-08-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	centrolobine metathesis organo phosphorus relay vinyl phosphonate
Online Access:	https://doi.org/10.3762/bjoc.10.201

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spelling	doaj-7ab439c2dae040d8ba79626792c250fa2021-02-02T07:50:15ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972014-08-011011933194110.3762/bjoc.10.2011860-5397-10-201Relay cross metathesis reactions of vinylphosphonatesRaj K. Malla0Jeremy N. Ridenour1Christopher D. Spilling2Department of Chemistry and Biochemistry, University of Missouri St. Louis, One University Boulevard, St. Louis, MO 63121, USADepartment of Chemistry and Biochemistry, University of Missouri St. Louis, One University Boulevard, St. Louis, MO 63121, USADepartment of Chemistry and Biochemistry, University of Missouri St. Louis, One University Boulevard, St. Louis, MO 63121, USADimethyl (β-substituted) vinylphosphonates do not readily undergo cross metathesis reactions with Grubbs catalyst and terminal alkenes. However, the corresponding mono- or diallyl vinylphosphonate esters undergo facile cross metathesis reactions. The improved reactivity is attributed to a relay step in the cross metathesis reaction mechanism.https://doi.org/10.3762/bjoc.10.201centrolobinemetathesisorgano phosphorusrelayvinyl phosphonate
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Raj K. Malla Jeremy N. Ridenour Christopher D. Spilling
spellingShingle	Raj K. Malla Jeremy N. Ridenour Christopher D. Spilling Relay cross metathesis reactions of vinylphosphonates Beilstein Journal of Organic Chemistry centrolobine metathesis organo phosphorus relay vinyl phosphonate
author_facet	Raj K. Malla Jeremy N. Ridenour Christopher D. Spilling
author_sort	Raj K. Malla
title	Relay cross metathesis reactions of vinylphosphonates
title_short	Relay cross metathesis reactions of vinylphosphonates
title_full	Relay cross metathesis reactions of vinylphosphonates
title_fullStr	Relay cross metathesis reactions of vinylphosphonates
title_full_unstemmed	Relay cross metathesis reactions of vinylphosphonates
title_sort	relay cross metathesis reactions of vinylphosphonates
publisher	Beilstein-Institut
series	Beilstein Journal of Organic Chemistry
issn	1860-5397
publishDate	2014-08-01
description	Dimethyl (β-substituted) vinylphosphonates do not readily undergo cross metathesis reactions with Grubbs catalyst and terminal alkenes. However, the corresponding mono- or diallyl vinylphosphonate esters undergo facile cross metathesis reactions. The improved reactivity is attributed to a relay step in the cross metathesis reaction mechanism.
topic	centrolobine metathesis organo phosphorus relay vinyl phosphonate
url	https://doi.org/10.3762/bjoc.10.201
work_keys_str_mv	AT rajkmalla relaycrossmetathesisreactionsofvinylphosphonates AT jeremynridenour relaycrossmetathesisreactionsofvinylphosphonates AT christopherdspilling relaycrossmetathesisreactionsofvinylphosphonates
_version_	1724298543151185920

Relay cross metathesis reactions of vinylphosphonates

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