Relay Cross Metathesis Reactions of Vinylphosphonates

Raj K Malla; Jeremy N Ridenour; Christopher D Spilling

doi:10.3762/bjoc.10.201

Relay Cross Metathesis Reactions of Vinylphosphonates

Raj K Malla, Jeremy N Ridenour, Christopher D Spilling

University of Missouri-St. Louis

Research output: Contribution to journal › Article › peer-review

Abstract

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.

Original language	American English
Journal	Beilstein Journal of Organic Chemistry
Volume	10
DOIs	https://doi.org/10.3762/bjoc.10.201
State	Published - Aug 19 2014

Disciplines

Chemistry
Organic Chemistry

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Cite this

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title = "Relay Cross Metathesis Reactions of Vinylphosphonates",

abstract = " 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.",

author = "Malla, {Raj K} and Ridenour, {Jeremy N} and Spilling, {Christopher D}",

year = "2014",

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doi = "10.3762/bjoc.10.201",

language = "American English",

volume = "10",

journal = "Beilstein Journal of Organic Chemistry",

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AU - Malla, Raj K

AU - Ridenour, Jeremy N

AU - Spilling, Christopher D

PY - 2014/8/19

Y1 - 2014/8/19

N2 - 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.

AB - 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.

U2 - 10.3762/bjoc.10.201

DO - 10.3762/bjoc.10.201

M3 - Article

VL - 10

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -