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- Title
Catalytic Enantioselective Aminopalladation–Heck Cascade.
- Authors
He, Yu‐Ping; Cao, Jian; Wu, Hua; Wang, Qian; Zhu, Jieping
- Abstract
Domino processes initiated by intramolecular nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains scarce. We report herein that reaction of 2‐alkynylanilines with prochiral cyclopentenes in the presence of a catalytic amount of Pd(OAc)2, a chiral bidentate pyrox ligand and O2 as terminal oxidant affords the structurally diverse indole‐cyclopentene conjugates bearing two stereocenters in a highly diastereo‐ and enantio‐selective manner. One of the products is converted to a heavily functionalized tetracyclic indolinone derivative.
- Subjects
CYCLOPENTENES; INDOLINONE; ASYMMETRIC synthesis; HECK reaction; HOMOGENEOUS catalysis; INTRAMOLECULAR catalysis; INDOLE
- Publication
Angewandte Chemie, 2021, Vol 133, Issue 13, p7169
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202016001