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An NHC‐Catalyzed In Situ Activation Strategy to β‐Functionalize Saturated Carboxylic Acid: An Enantioselective Formal [3+2] Annulation for Spirocyclic Oxindolo‐γ‐butyrolactones
Author(s) -
Xie Yuanwei,
Yu Chenxia,
Li Tuanjie,
Tu Shujiang,
Yao Changsheng
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201500345
Subject(s) - annulation , enantioselective synthesis , catalysis , carboxylic acid , chemistry , in situ , isatin , combinatorial chemistry , organic chemistry , carbon atom , carbon fibers , materials science , ring (chemistry) , composite number , composite material
An in situ NHC‐catalyzed activation strategy to β‐functionalize saturated carboxylic acid was developed. This asymmetric formal [3+2] annulation could deliver spirocyclic oxindolo‐ γ ‐butyrolactones from saturated carboxylic acid and isatin in good yields with high to excellent enantioselectivities. The easy availability of the starting materials, direct installation of functional units at unreactive carbon atom and the convergent assembly make this protocol attractive in the field of organic synthesis.