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Catalytic Enantioselective 1,4-lodofunctionalizations of Conjugated Dienes

Tripathi, Chandra Bhushan and Mukherjee, Santanu (2015) Catalytic Enantioselective 1,4-lodofunctionalizations of Conjugated Dienes. In: ORGANIC LETTERS, 17 (18). pp. 4424-4427.

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Official URL: http://dx.doi.org/10.1021/acs.orglett.5b02026

Abstract

The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from beta,gamma,delta,epsilon-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Delta(2)-isoxazoline and Delta(2)-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).

Item Type: Journal Article
Publication: ORGANIC LETTERS
Publisher: AMER CHEMICAL SOC
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 30 Oct 2015 07:18
Last Modified: 30 Oct 2015 07:18
URI: http://eprints.iisc.ac.in/id/eprint/52600

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