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Organocatalytic Formation of Chiral Trisubstituted Allenes and Chiral Furan Derivatives
Author(s) -
Poulsen Pernille H.,
Li Yang,
Lauridsen Vibeke H.,
Jørgensen Danny K. B.,
Palazzo Teresa A.,
Meazza Marta,
Jørgensen Karl Anker
Publication year - 2018
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.201806238
Subject(s) - furan , chemistry , organic chemistry , stereochemistry , combinatorial chemistry
A novel reaction that provides chiral allenes by amino catalytic activation of either aldehydes or α,β‐unsaturated aldehydes for reaction with alkynyl‐substituted enones is presented. The reaction forms a variety of trisubstituted allenes in high yields and with excellent stereoselectivities. The utility of the reaction concept is demonstrated by the synthesis of chiral furan derivatives in high yields and stereoselectivities.