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Asymmetric Synthesis of cis ‐4‐Aminobenzopyran Derivatives Catalyzed by N , N′ ‐Dioxide–Sc(OTf) 3 Complexes
Author(s) -
Zhang Yulong,
Dong Shunxi,
Liu Xiaohua,
Xie Mingsheng,
Zhu Yin,
Lin Lili,
Feng Xiaoming
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102058
Subject(s) - catalysis , furan , chemistry , pyran , advice (programming) , organic chemistry , combinatorial chemistry , medicinal chemistry , computer science , programming language
The reactions of salicylaldimines with electron‐rich alkenes (2,3‐dihydro‐2 H ‐furan and 3,4‐dihydro‐2 H ‐pyran) catalyzed by N,N′‐ dioxide–Sc(OTf) 3 complexes were investigated. The methodology was successfully applied to the asymmetric synthesis of cis ‐4‐aminobenzopyran derivatives. Excellent yields, diastereo‐ and enantioselectivities were observed for a broad range of substrates under mild conditions (see scheme).