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

Ghorai, Manas K. ; Das, Subhomoy ; Das, Kalpataru ; Kumar, Amit (2015) Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction Organic & Biomolecular Chemistry, 13 (34). pp. 9042-9049. ISSN 1477-0520

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Official URL: http://doi.org/10.1039/C5OB01140J

Related URL: http://dx.doi.org/10.1039/C5OB01140J

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.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:117104
Deposited On:15 Apr 2021 07:54
Last Modified:15 Apr 2021 07:54

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