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- Title
The Synthesis of Chiral Benzothiazine and Thiazinoquinoline Derivatives.
- Authors
Wang, Long; Priebbenow, Daniel L.; Chen, Xiao Yun; Pan, Fang-Fang; Bolm, Carsten
- Abstract
The syntheses of a series of enantiopure conformationally restricted benzothiazine and thiazinoquinoline derivatives are presented. Key starting materials are 3-aminoacetophenone and ( S)- S-methyl- S-phenylsulfoximine. By using a short reaction sequence, the 8-amino-2,1-benzothiazine derivative was readily prepared, which served as a valuable intermediate for the synthesis of additional derivatives. Initial experiments show that employing such compounds in copper-catalyzed asymmetric Mukaiyama-type aldol reactions provided products with moderate enantioselectivity.
- Subjects
LIGANDS (Chemistry); NITROGEN compounds; HETEROCYCLIC compounds; SULFUR compounds; SULFOXIMINES
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 15, p3338
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201500250