Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with secondary amine nucleophiles

Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with secondary amine nucleophiles

Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with various aliphatic and aromatic secondary amines are reported for the first time. The reaction gave the corresponding trans-1,2-dihydronaphthalenol derivatives in good yields with moderate enantioselectivities in the pres...

Full description

Bibliographic Details
Main Authors: Dingqiao Yang, Ping Hu, Yuhua Long, Yujuan Wu, Heping Zeng, Hui Wang, Xiongjun Zuo
Format: Article
Language:English
Published: Beilstein-Institut 2009-10-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
chiral bisphosphine ligand
iridium catalyst
oxabicyclic alkenes
ring-opening reaction
Online Access:https://doi.org/10.3762/bjoc.5.53
Description
Summary:Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with various aliphatic and aromatic secondary amines are reported for the first time. The reaction gave the corresponding trans-1,2-dihydronaphthalenol derivatives in good yields with moderate enantioselectivities in the presence of 2.5 mol % [Ir(COD)Cl]2 and 5 mol % bisphosphine ligand (S)-p-Tol-BINAP. The trans-configuration of 3f was confirmed by X-ray crystallography.
ISSN:1860-5397

Similar Items