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Organocatalyzed Isomerization of α‐Substituted Alkynoates into Trisubstituted Allenoates by Dynamic Kinetic Resolution
Author(s) -
Inokuma Tsubasa,
Furukawa Masaya,
Suzuki Yusuke,
Kimachi Tetsutaro,
Kobayashi Yusuke,
Takemoto Yoshiji
Publication year - 2012
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201200065
Subject(s) - isomerization , enantioselective synthesis , bifunctional , kinetic resolution , chemistry , organocatalysis , catalysis , combinatorial chemistry , organic chemistry , stereochemistry , computer science
The left hand claps the right: Highly enantioselective isomerization of racemic α‐substituted alkynoates into nonracemic trisubstituted allenoates was achieved through the catalytic dynamic kinetic resolution mediated by bifunctional benzothiadiazine. This reaction proceeded with good conversion and high enantioselectivity to give the desired allenoates in good yields without recovering the significant amounts of starting materials.