Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction

Manas K. Ghorai; Subhomoy Das; Kalpataru Das; Amit Kumar

doi:10.1039/c5ob01140j

Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction

Manas K. Ghorai, Subhomoy Das, Kalpataru Das, Amit Kumar

Indian Institute of Technology Kanpur

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

17 Scopus citations

Abstract

A simple and efficient synthetic route to substituted N-sulfinyl and N-sulfonyl azetidines is described involving imino-aldol reaction of ester enolates with racemic and non-racemic aldimines for obtaining β-amino esters as a key step. These β-amino esters on subsequent reduction followed by TsCl/KOH mediated cyclization produced the corresponding racemic and non-racemic azetidines with high yield and stereoselectivity.

Original language	English
Pages (from-to)	9042-9049
Number of pages	8
Journal	Organic and Biomolecular Chemistry
Volume	13
Issue number	34
DOIs	https://doi.org/10.1039/c5ob01140j
State	Published - 14 Sep 2015
Externally published	Yes

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Publisher Copyright:
© The Royal Society of Chemistry.

Funding

Funders	Funder number
Department of Science and Technology, Republic of South Africa

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10.1039/c5ob01140j

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Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction

Abstract

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