Asymmetric Allylation, Crotylation, and Cinnamylation of N-Heteroaryl Hydrazones

作者:Feske Miriam Inbar; Santanilla Alexander Buitrago; Leighton James L*
来源:Organic Letters, 2010, 12(4): 688-691.
DOI:10.1021/ol9026864

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.

  • 出版日期2010-2-19