N-Heterocyclic carbene-catalyzed enantioselective synthesis of functionalized cyclopentenes via α,β-unsaturated acyl azoliums

Mondal, Santigopal ; Yetra, Santhivardhana Reddy ; Patra, Atanu ; Kunte, Sunita S. ; Gonnade, Rajesh G. ; Biju, Akkattu T. (2014) N-Heterocyclic carbene-catalyzed enantioselective synthesis of functionalized cyclopentenes via α,β-unsaturated acyl azoliums Chem. Commun., 50 (93). pp. 14539-14542. ISSN 1359-7345

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Official URL: http://doi.org/10.1039/C4CC07433E

Related URL: http://dx.doi.org/10.1039/C4CC07433E

Abstract

Highly enantioselective NHC-organocatalyzed synthesis of functionalized cyclopentenes proceeding via α,β-unsaturated acyl azolium intermediates is reported. The organocascade reaction of modified enals with malonic ester derivatives having a γ-benzoyl group involves the Michael–intramolecular aldol-β-lactonization–decarboxylation sequence to deliver cyclopentenes in good yields and excellent ee values.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry
ID Code:128678
Deposited On:03 Nov 2022 06:51
Last Modified:11 Nov 2022 05:27

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