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Diastereo‐ and Enantioselective Synthesis of a Novel Tetracyclic Ring System via an Organocatalytic One‐Pot Reaction
Author(s) -
Yu DeFeng,
Wang Yao,
Xu PengFei
Publication year - 2011
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.201100332
Subject(s) - stereocenter , chemistry , enantioselective synthesis , octane , ring (chemistry) , stereochemistry , organocatalysis , bicyclic molecule , combinatorial chemistry , organic chemistry , catalysis
An efficient , asymmetric, one‐pot synthesis of a novel tetracyclic ring system incorporating both chroman and bicyclo[2.2.2]octane structural units was established through sequential reaction of nitroolefin enoates and α,β‐unsaturated ketones. Six stereogenic centers including two quaternary stereocenters were formed with excellent diastereo‐ and enantioselectivity.