Catalytic enantioselective cascade Michael/cyclization reaction of 3-isothiocyanato oxindoles with exocyclic alpha,beta-unsaturated ketones en route to 3,2 `-pyrrolidinyl bispirooxindoles

Kayal, Satavisha and Mukherjee, Santanu (2016) Catalytic enantioselective cascade Michael/cyclization reaction of 3-isothiocyanato oxindoles with exocyclic alpha,beta-unsaturated ketones en route to 3,2 `-pyrrolidinyl bispirooxindoles. In: ORGANIC & BIOMOLECULAR CHEMISTRY, 14 (43). pp. 10175-10179.

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Abstract

Cascade Michael/cyclization reactions between 3-isothiocyanato oxindoles and exocyclic alpha,beta-unsaturated ketones are shown to proceed efficiently in the presence of a quinine-derived tertiary amino-squaramide catalyst and furnish 3,2'-pyrrolidinyl bispirooxindoles containing two spiro-quaternary and three contiguous stereocenters as a single diastereomer with excellent enantioselectivities (up to 99 : 1 er).

Item Type:	Journal Article
Publication:	ORGANIC & BIOMOLECULAR CHEMISTRY
Additional Information:	Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	30 Dec 2016 05:58
Last Modified:	30 Dec 2016 05:58
URI:	http://eprints.iisc.ac.in/id/eprint/55600

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