Open AccessEnantioselective Spirocyclopropanation of para-Quinone Methides Using Ammonium Ylides
Author(s) -
Lukas Roiser,
Mario Waser
Publication year - 2017
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.7b00869
Subject(s) - enantioselective synthesis , chemistry , quinone , cinchona , ammonium , organocatalysis , molecule , alkaloid , structural motif , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biochemistry
The use of Cinchona alkaloid-based chiral ammonium ylides allows for the first highly enantioselective and broadly applicable spirocyclopropanation reactions of para-quinone methides. This strategy provides a straightforward protocol toward the chiral spiro[2.5]octa-4,7-dien-6-one skeleton, which is a frequently found structural motif in important biologically active molecules.