Synthesis 2016; 48(09): 1322-1330
DOI: 10.1055/s-0035-1560414
paper
© Georg Thieme Verlag Stuttgart · New York

Regioselective Synthesis of Difluoromethylated Oxazolidines and 2-Imidazolines

Takuya Ishikawa
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Michiya Yoshiki
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Tomoya Tanaka
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Kentoo Ogata
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Yasunori Yamada
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
,
Takeshi Hanamoto*
Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjyo-machi 1, Saga 840-8502, Japan   Email: hanamoto@cc.saga-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 28 December 2015

Accepted after revision: 23 January 2016

Publication Date:
19 February 2016 (online)


Abstract

Difluoromethylated oxazolidines and 2-imidazolines were synthesized regioselectively by the reaction of 2-(difluoromethyl)-1-tosylaziridine with various aldehydes or nitriles in the presence of silver(I) hexafluoroantimonate or titanium(IV) fluoride, respectively.

Supporting Information

 
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