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A Rh(III)-Catalyzed Formal 4+1 Approach to Pyrrolidines from Unactivated Terminal Alkenes and Nitrene Sources.

08:00 EDT 5th August 2019 | BioPortfolio

Summary of "A Rh(III)-Catalyzed Formal 4+1 Approach to Pyrrolidines from Unactivated Terminal Alkenes and Nitrene Sources."

We have developed a formal [4+1] approach to pyrrolidines from readily available unactivated terminal alkenes as 4-carbon partners. The reaction provides a rapid construction of various pyrrolidine containing structures, especially for the diastereoselective synthesis of spiro-pyrrolidines. Mechanistic investigation suggests a Rh(III)-catalyzed intermolecular aziridination of the alkene and subsequent acid-promoted ring expansion for the pyrrolidine formation.

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This article was published in the following journal.

Name: Journal of the American Chemical Society
ISSN: 1520-5126
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Medical and Biotech [MESH] Definitions

Alkenes with the general formula H2C=CH-CH2-R.

Unsaturated hydrocarbons of the type Cn-H2n, indicated by the suffix -ene. (Grant & Hackh's Chemical Dictionary, 5th ed, p408)

Compounds also known as tetrahydropyridines with general molecular formula (CH2)4NH.

A plant genus of the family MORACEAE. Members contain PYRROLIDINES.

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