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- Title
Asymmetric Catalytic Double Michael Additions for the Synthesis of Spirooxindoles.
- Authors
Kang, Tengfei; Zhao, Peng; Yang, Jian; Lin, Lili; Feng, Xiaoming; Liu, Xiaohua
- Abstract
Abstract: Asymmetric cascade double Michael additions to construct 2′‐substituted 3,3′‐spirooxindoles by using a chiral guanidine organocatalyst has been developed. A series of spirooxindole derivatives containing dihydrofuran or pyrrolidine subunits were obtained with good to excellent diastereo‐ and enantioselectivities. The method showed great tolerance of a number of aromatic and aliphatic alkynones. The strategy gave access to the asymmetric synthesis of (−)‐salacin for the first time.
- Subjects
MICHAEL reaction; ENANTIOSELECTIVE catalysis; DIASTEREOISOMERS; DIHYDROFURANS; PYRROLIDINE
- Publication
Chemistry - A European Journal, 2018, Vol 24, Issue 15, p3703
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201800043