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Asymmetric Syntheses of 8‐Oxabicyclo[3,2,1]octanes: A Cationic Cascade Cyclization
Author(s) -
Li Bin,
Zhao YuJun,
Lai YinChang,
Loh TeckPeng
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201202699
Subject(s) - cationic polymerization , cascade , acetal , octane , diastereomer , radical cyclization , chemistry , aldehyde , cascade reaction , stereochemistry , substrate (aquarium) , medicinal chemistry , organic chemistry , chromatography , catalysis , biology , ecology
High octane : A novel and practical syntheses of 8‐oxabicyclo[3.2.1]octanes using a cationic cascade cyclization reaction has been developed (see scheme; TIPS=triisopropylsilyl). The diastereomer of the cyclization product isolated depends upon whether the acetal or aldehyde substrate is used.