Asymmetric Allylation, Crotylation, and Cinnamylation of N-Heteroaryl Hydrazones
摘要:
A new class of N-heteroaryl hydrazones has been developed as an alternative to N-acylhydrazones and 2-aminophenol-derived imines in asymmetric allylation, crotylation, and cinnamylation reactions with chiral allylchlorosilanes. The hydrazones are readily and inexpensively prepared, perform well in the allylation chemistry, and more importantly, the product hydrazides may be smoothly reduced by Pd(OH)(2)-catalyzed hydrogenation to reveal the corresponding amine products.
Asymmetric Allylation, Crotylation, and Cinnamylation of <i>N</i>-Heteroaryl Hydrazones
作者:Miriam Inbar Feske、Alexander Buitrago Santanilla、James L. Leighton
DOI:10.1021/ol9026864
日期:2010.2.19
A new class of N-heteroaryl hydrazones has been developed as an alternative to N-acylhydrazones and 2-aminophenol-derived imines in asymmetric allylation, crotylation, and cinnamylation reactions with chiral allylchlorosilanes. The hydrazones are readily and inexpensively prepared, perform well in the allylation chemistry, and more importantly, the product hydrazides may be smoothly reduced by Pd(OH)(2)-catalyzed hydrogenation to reveal the corresponding amine products.