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Organocatalytic Asymmetric Formal Aza‐[3+3]Cyclo‐additions of 3‐Aminobenzofuran with α,β ‐Unsaturated Aldehydes
Author(s) -
Ding XiangFeng,
Su RuoHeng,
Yang WuLin,
Deng WeiPing
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800921
Subject(s) - stereocenter , chemistry , cycloaddition , formal synthesis , enantioselective synthesis , benzofuran , organocatalysis , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
An organocatalytic asymmetric formal aza‐[3+3]cycloaddition of readily available N ‐Tosyl‐3‐aminobenzofuran with α,β‐ unsaturated aldehydes was developed for the first time. This method enables the facile synthesis of biologically active and synthetically challenging polysubstituted fused benzofuran derivatives bearing two stereocenters in high yields with excellent diastereo‐, and enantioselectivity (up to >20 : 1 dr, and >99% ee).