Stereoselective Synthesis of β-Amino Ynones by the Addition of Alkynones to Nonracemic Sulfinimines: Formal Total Synthesis of l-Xylo and l-Arabino Phytosphingosines

Reddy, PO and Reddy, AA and Prasad, KR (2020) Stereoselective Synthesis of β-Amino Ynones by the Addition of Alkynones to Nonracemic Sulfinimines: Formal Total Synthesis of l-Xylo and l-Arabino Phytosphingosines. In: Journal of Organic Chemistry, 85 (4). pp. 2743-2751.

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Abstract

The addition of silyl enol ethers obtained from ynones to sulfinimines furnished the corresponding β-sulfinamido ynones in a very good yield and diastereoselectivity. The formed ynones serve as precursors amenable for the synthesis of bioactive compounds. This has been illustrated in the synthesis of l-xylo and l-Arabino phytosphingosines

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society
Additional Information:	The copyright for this article belongs to the American Chemical Society.
Keywords:	Stereochemistry, Alkynones; Bioactive compounds; Diastereo-selectivity; Phytosphingosines; Silyl enol ethers; Stereoselective synthesis; Sulfinimines; Total synthesis, Stereoselectivity, article; diastereoisomer
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	02 Feb 2023 06:48
Last Modified:	02 Feb 2023 06:48
URI:	https://eprints.iisc.ac.in/id/eprint/79724

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