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Asymmetric Synthesis of 2,3‐Dihydrofurans by One‐Pot Michael Addition/I 2 ‐Mediated Cyclization
Author(s) -
Zhang XiaoLong,
Feng KaiXiang,
Xia AiBao,
Zheng YaYun,
Li Chen,
Du XiaoHua,
Xu DanQian
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800575
Subject(s) - chemistry , michael reaction , enantioselective synthesis , combinatorial chemistry , organic chemistry , stereochemistry , medicinal chemistry , catalysis
A highly efficient strategy for the asymmetric enantio‐ and diastereoselective synthesis of dihydrofuran derivatives was developed. The desired dihydrofurans were obtained in good yields (up to 81 %) with high enantioselectivities (up to 99 % ee ) and excellent diastereoselectivities (up to >99 % dr ) via one‐pot Michael addition of 1,3‐dicarbonyl derivatives to the substituted nitroolefins and a sequential I 2 ‐mediated cyclization.