Organic Chemistry Portal

Abstracts

Search:

Ligand-Dependent Scope and Divergent Mechanistic Behavior in Nickel-Catalyzed Reductive Couplings of Aldehydes and Alkynes

Gireesh M. Mahandru, Gang Liu and John Montgomery*

*University of Michigan, Department of Chemistry, 930 N. University, Ann Arbor, MI 48109-1055, Email: jmontgumich.edu

G. M. Mahandru, G. Liu, J. Montgomery, J. Am. Chem. Soc., 2004, 126, 3698-3699.

DOI: 10.1021/ja049644n (free Supporting Information)


Abstract

A new procedure for catalytic reductive coupling of aldehydes and alkynes uses Ni(COD)2 with an imidazolium carbene ligand as the catalyst and triethylsilane as the reducing agent.

see article for more examples



A General Strategy for Regiocontrol in Nickel-Catalyzed Reductive Couplings of Aldehydes and Alkynes

H. A. Malik, G. J. Sormunen, J. Montgomery, J. Am. Chem. Soc., 2010, 132, 6304-6305.

Highly Diastereoselective Preparation of anti-1,2-Diols by Catalytic Addition of Alkynylsilanes to α-Silyloxyaldehydes

K. Sa-ei, J. Montgomery, Org. Lett., 2006, 8, 4441-4443.


Key Words

Allylic Alcohols, Silyl Ethers, Triethylsilane, Multicomponent Reactions


ID: J48-Y2004-1430