Asymmetric Cyclopropanation of Olefins with an in situ Generated Phenyliodonium Ylide

Paul Müller, Ashraf Ghanem

Research output: Contribution to journalArticle

25 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 languageEnglish
Pages (from-to)1830-1833
Number of pages4
JournalSynlett
Issue number12
DOIs
Publication statusPublished - 1 Jan 2003
Externally publishedYes

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Cyclopropanes
Enantioselectivity
Alkenes
Decomposition
Meldrum's acid
phenyliodonium

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Asymmetric Cyclopropanation of Olefins with an in situ Generated Phenyliodonium Ylide. / Müller, Paul; Ghanem, Ashraf.

In: Synlett, No. 12, 01.01.2003, p. 1830-1833.

Research output: Contribution to journalArticle

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AU - Ghanem, Ashraf

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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

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