Addition of Lithium Anion of (Acetylmethylene)triphenylphosphorane to Nonracemic Sulfinimines: Total Synthesis of (+)-241D and Formal Total Synthesis of (+)-Preussin

Khandare, SP and Reddy, PO and Prasad, KR (2020) Addition of Lithium Anion of (Acetylmethylene)triphenylphosphorane to Nonracemic Sulfinimines: Total Synthesis of (+)-241D and Formal Total Synthesis of (+)-Preussin. In: Organic Letters .

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Abstract

The addition of lithium anion of (acetylmethylene)triphenylphosphorane to nonracemic sulfinimines was investigated. It was found that the addition proceeded with good diastereoselectivity and further reaction of the formed sulfinimidophosphorane with several aldehydes afforded the β-sulfinamido substituted enones in good yields. The resultant enones were elaborated to the synthesis of alkaloid (+)-241D, to the formal total synthesis of (+)-preussin, and to the synthesis of aminocyclopentenol. © Copyright © 2020 American Chemical Society.

Item Type:	Journal Article
Publication:	Organic Letters
Publisher:	American Chemical Society
Additional Information:	Copyright to this article belongs to American Chemical Society
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	01 Dec 2020 11:16
Last Modified:	01 Dec 2020 11:16
URI:	http://eprints.iisc.ac.in/id/eprint/66793

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