Lewis Acid Catalyzed Ring-Opening 1,3-Aminothiolation of Donor-Acceptor Cyclopropanes Using Sulfenamides

Guin, A and Rathod, T and Gaykar, RN and Roy, T and Biju, AT (2020) Lewis Acid Catalyzed Ring-Opening 1,3-Aminothiolation of Donor-Acceptor Cyclopropanes Using Sulfenamides. In: Organic Letters, 22 (6). pp. 2276-2280.

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Abstract

Yb(OTf)3 catalyzed mild and regioselective ring-opening 1,3-aminothiolation of donor-acceptor (D-A) cyclopropanes using sulfenamides has been demonstrated. The insertion of the C-C �-bond of D-A cyclopropanes into the S-N �-bond of sulfenamides allows the synthesis of diverse γ-aminated α-thiolated malonic diesters in moderate to good yields (up to 87) with good functional group compatibility. The stereospecificity of the reaction was demonstrated using enantiomerically pure D-A cyclopropane. © 2020 American Chemical Society.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	AMER CHEMICAL SOC
Additional Information:	The copyright of this article belongs to AMER CHEMICAL SOC
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	17 Jun 2020 10:25
Last Modified:	17 Jun 2020 10:25
URI:	http://eprints.iisc.ac.in/id/eprint/64886

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