Asymmetric Cyclopropanation of Olefins with an in situ Generated Phenyliodonium Ylide

Paul Müller; Ashraf Ghanem

doi:10.1055/s-2003-41456

Asymmetric Cyclopropanation of Olefins with an in situ Generated Phenyliodonium Ylide

Paul Müller
, Ashraf Ghanem

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

26 Citations (Scopus)

Abstract

A procedure for the in situ generation of the phenyliodonium ylide (2) derived from Meldrum's acid (1) and its Rh(II)-catalyzed decomposition to afford an intermediate metallocarbene is described. In the presence of olefins, cyclopropanes are formed with yields and enantioselectivity comparable to that resulting from cyclopropanation with the isolated ylide 2.

Original language	English
Pages (from-to)	1830-1833
Number of pages	4
Journal	Synlett
Issue number	12
DOIs	https://doi.org/10.1055/s-2003-41456
Publication status	Published - 1 Jan 2003
Externally published	Yes

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abstract = "A procedure for the in situ generation of the phenyliodonium ylide (2) derived from Meldrum's acid (1) and its Rh(II)-catalyzed decomposition to afford an intermediate metallocarbene is described. In the presence of olefins, cyclopropanes are formed with yields and enantioselectivity comparable to that resulting from cyclopropanation with the isolated ylide 2.",

keywords = "Alkenes, Asymmetric catalysis, Carbenes, Rhodium, Ylides",

author = "Paul M{\"u}ller and Ashraf Ghanem",

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AU - Ghanem, Ashraf

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N2 - A procedure for the in situ generation of the phenyliodonium ylide (2) derived from Meldrum's acid (1) and its Rh(II)-catalyzed decomposition to afford an intermediate metallocarbene is described. In the presence of olefins, cyclopropanes are formed with yields and enantioselectivity comparable to that resulting from cyclopropanation with the isolated ylide 2.

AB - A procedure for the in situ generation of the phenyliodonium ylide (2) derived from Meldrum's acid (1) and its Rh(II)-catalyzed decomposition to afford an intermediate metallocarbene is described. In the presence of olefins, cyclopropanes are formed with yields and enantioselectivity comparable to that resulting from cyclopropanation with the isolated ylide 2.

KW - Alkenes

KW - Asymmetric catalysis

KW - Carbenes

KW - Rhodium

KW - Ylides

UR - https://www.scopus.com/pages/publications/0142092211

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DO - 10.1055/s-2003-41456

M3 - Article

AN - SCOPUS:0142092211

SN - 0936-5214

SP - 1830

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JO - Synlett

JF - Synlett

IS - 12

ER -

Asymmetric Cyclopropanation of Olefins with an in situ Generated Phenyliodonium Ylide

Abstract

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