Exploring rhodium-catalysed conjugate addition of chiral alkenylboronates using chiral olefin ligands

Christopher G. Frost; Hannah J. Edwards; Stephen D. Penrose; Robert Gleave

doi:10.1055/s-0030-1258203

Exploring rhodium-catalysed conjugate addition of chiral alkenylboronates using chiral olefin ligands

Christopher G. Frost, Hannah J. Edwards, Stephen D. Penrose, Robert Gleave

Chemistry

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

10 Citations (Scopus)

Abstract

The rhodium-catalysed addition of chiral alkenylboron reagents to prochiral α,β-unsaturated carbonyl acceptors are demonstrated to proceed under ligand control. The highest activities were obtained with chiral olefin ligands and the configuration of the new stereocentre can be predicted by using established models.

Original language	English
Article number	C04010SS
Pages (from-to)	3243-3247
Number of pages	5
Journal	Synthesis
Issue number	19
DOIs	https://doi.org/10.1055/s-0030-1258203
Publication status	Published - 2010

Keywords

alkenylboronate
catalysis
chiral olefin ligands
conjugate addition
rhodium

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10.1055/s-0030-1258203

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title = "Exploring rhodium-catalysed conjugate addition of chiral alkenylboronates using chiral olefin ligands",

abstract = "The rhodium-catalysed addition of chiral alkenylboron reagents to prochiral α,β-unsaturated carbonyl acceptors are demonstrated to proceed under ligand control. The highest activities were obtained with chiral olefin ligands and the configuration of the new stereocentre can be predicted by using established models.",

keywords = "alkenylboronate, catalysis, chiral olefin ligands, conjugate addition, rhodium",

author = "Frost, {Christopher G.} and Edwards, {Hannah J.} and Penrose, {Stephen D.} and Robert Gleave",

year = "2010",

doi = "10.1055/s-0030-1258203",

language = "English",

pages = "3243--3247",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "19",

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T1 - Exploring rhodium-catalysed conjugate addition of chiral alkenylboronates using chiral olefin ligands

AU - Frost, Christopher G.

AU - Edwards, Hannah J.

AU - Penrose, Stephen D.

AU - Gleave, Robert

PY - 2010

Y1 - 2010

N2 - The rhodium-catalysed addition of chiral alkenylboron reagents to prochiral α,β-unsaturated carbonyl acceptors are demonstrated to proceed under ligand control. The highest activities were obtained with chiral olefin ligands and the configuration of the new stereocentre can be predicted by using established models.

AB - The rhodium-catalysed addition of chiral alkenylboron reagents to prochiral α,β-unsaturated carbonyl acceptors are demonstrated to proceed under ligand control. The highest activities were obtained with chiral olefin ligands and the configuration of the new stereocentre can be predicted by using established models.

KW - alkenylboronate

KW - catalysis

KW - chiral olefin ligands

KW - conjugate addition

KW - rhodium

UR - http://www.scopus.com/inward/record.url?scp=77957129734&partnerID=8YFLogxK

U2 - 10.1055/s-0030-1258203

DO - 10.1055/s-0030-1258203

M3 - Article

AN - SCOPUS:77957129734

SN - 0039-7881

SP - 3243

EP - 3247

JO - Synthesis

JF - Synthesis

IS - 19

M1 - C04010SS

ER -

Exploring rhodium-catalysed conjugate addition of chiral alkenylboronates using chiral olefin ligands

Abstract

Keywords

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