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Catalytic Asymmetric Synthesis of Cyclic Ethers Containing an α‐Tetrasubstituted Stereocenter
Author(s) -
Cox Nick,
Uehling Mycah R.,
Haelsig Karl T.,
Lalic Gojko
Publication year - 2013
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.201300174
Subject(s) - stereocenter , catalysis , pyran , ether , furan , chirality (physics) , chemistry , enantioselective synthesis , organic chemistry , combinatorial chemistry , physics , chiral symmetry , quantum mechanics , quark , nambu–jona lasinio model
'Ether' furan or pyran : The exo ‐selective cyclization of enantioenriched allenols is accomplished with high chirality transfer using as little as 0.02 mol % of a gold catalyst. The new method is effective in the synthesis of a wide range of enantioenriched cyclic ethers, which are prepared in excellent yields in three steps from readily available propargylic phosphates.