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  • Ruthenium(II)-catalyzed regioselective reductive coupling of α-imino esters with dienes.

Ruthenium(II)-catalyzed regioselective reductive coupling of α-imino esters with dienes.

Organic letters (2013-03-19)
Shujie Zhu, Xiaoxia Lu, Yueting Luo, Wei Zhang, Huanfeng Jiang, Ming Yan, Wei Zeng
ABSTRACT

A method for the highly regioselective reductive coupling reaction of N-aryl-α-imino esters with dienes is described. The method utilizes the RuHCl(CO)(PPh3)3/iPrOH catalytic system under an Ar atmosphere and provides α-branched allylic α-amino acid derivatives. Application of this transformation to the concise synthesis of a natural plant growth regulator is demonstrated.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ruthenium black
Sigma-Aldrich
Ruthenium, powder, −200 mesh, 99.9% trace metals basis
Sigma-Aldrich
Ruthenium, powder, 99.99% trace metals basis