Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives

Jonathan D. Hargrave; Gerwyn Bish; Gabriele Kociok Köhn; Christopher G. Frost

doi:10.1039/c0ob00158a

Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives

Jonathan D. Hargrave, Gerwyn Bish, Gabriele Kociok Köhn, Christopher G. Frost

Chemistry

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

13 Citations (Scopus)

Abstract

The rhodium-catalysed conjugate addition of arylboronic acids to an enantiopure acceptor derived from (R)-S-methylcysteine proceeds under substrate control to provide a range of functionalised phenylalanine derivatives with excellent stereocontrol via a highly diastereoselective protonation.

Original language	English
Pages (from-to)	5120-5125
Number of pages	6
Journal	ORGANIC AND BIOMOLECULAR CHEMISTRY
Volume	8
Issue number	22
DOIs	https://doi.org/10.1039/c0ob00158a
Publication status	Published - 21 Nov 2010

Access to Document

10.1039/c0ob00158a

Cite this

@article{b042354af83146129ef8ba9b28f355c3,

title = "Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives",

abstract = "The rhodium-catalysed conjugate addition of arylboronic acids to an enantiopure acceptor derived from (R)-S-methylcysteine proceeds under substrate control to provide a range of functionalised phenylalanine derivatives with excellent stereocontrol via a highly diastereoselective protonation.",

author = "Hargrave, {Jonathan D.} and Gerwyn Bish and K{\"o}hn, {Gabriele Kociok} and Frost, {Christopher G.}",

year = "2010",

month = nov,

day = "21",

doi = "10.1039/c0ob00158a",

language = "English",

volume = "8",

pages = "5120--5125",

journal = "ORGANIC AND BIOMOLECULAR CHEMISTRY",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "22",

}

TY - JOUR

T1 - Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives

AU - Hargrave, Jonathan D.

AU - Bish, Gerwyn

AU - Köhn, Gabriele Kociok

AU - Frost, Christopher G.

PY - 2010/11/21

Y1 - 2010/11/21

N2 - The rhodium-catalysed conjugate addition of arylboronic acids to an enantiopure acceptor derived from (R)-S-methylcysteine proceeds under substrate control to provide a range of functionalised phenylalanine derivatives with excellent stereocontrol via a highly diastereoselective protonation.

AB - The rhodium-catalysed conjugate addition of arylboronic acids to an enantiopure acceptor derived from (R)-S-methylcysteine proceeds under substrate control to provide a range of functionalised phenylalanine derivatives with excellent stereocontrol via a highly diastereoselective protonation.

UR - http://www.scopus.com/inward/record.url?scp=78049325552&partnerID=8YFLogxK

U2 - 10.1039/c0ob00158a

DO - 10.1039/c0ob00158a

M3 - Article

C2 - 20835454

AN - SCOPUS:78049325552

SN - 1477-0520

VL - 8

SP - 5120

EP - 5125

JO - ORGANIC AND BIOMOLECULAR CHEMISTRY

JF - ORGANIC AND BIOMOLECULAR CHEMISTRY

IS - 22

ER -

Rhodium-catalysed conjugate addition of arylboronic acids to enantiopure dehydroamino acid derivatives

Abstract

Access to Document

Other files and links

Fingerprint

Cite this