A Synthetic Route to Chiral Dihydrobenzothiazines through Ring Opening of Activated Aziridines with 2-Halothiophenols/Copper-Powder-Mediated C−N Cyclization

Ghorai, Manas K. ; Sayyad, Masthanvali ; Nanaji, Yerramsetti ; Jana, Sourita (2015) A Synthetic Route to Chiral Dihydrobenzothiazines through Ring Opening of Activated Aziridines with 2-Halothiophenols/Copper-Powder-Mediated C−N Cyclization Chemistry - An Asian Journal, 10 (7). pp. 1480-1489. ISSN 1861-4728

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Official URL: http://doi.org/10.1002/asia.201500153

Related URL: http://dx.doi.org/10.1002/asia.201500153

Abstract

A simple protocol for the synthesis of dihydrobenzothiazines through regio‐ and stereoselective SN2‐type ring opening of N‐tosylaziridines with sulfur nucleophiles followed by copper‐powder‐mediated intramolecular C−N cyclization in excellent yields (up to 95 %) with high diastereo‐ and enantioselectivity (up to >99 %) is reported.

Item Type:Article
Source:Copyright of this article belongs to John Wiley & Sons, Inc.
Keywords:Copper; Asymmetric Synthesis; Aziridines; Regioselectivity; Stereoselectivity.
ID Code:117106
Deposited On:15 Apr 2021 07:54
Last Modified:15 Apr 2021 07:54

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