Organic Chemistry Portal

Abstracts

Search:

A Practical in situ Generation of the Schwartz Reagent. Reduction of Tertiary Amides to Aldehydes and Hydrozirconation

Yigang Zhao and Victor Snieckus*

*Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada, Email: snieckuschem.queensu.ca

Y. Zhao, V. Snieckus, Org. Lett., 2014, 16, 390-393.

DOI: 10.1021/ol403183a


see article for more reactions

Abstract

A highly efficient in situ generation of the Schwartz reagent provides a convenient method for the reduction of amides to aldehydes and the regioselective hydrozirconation-iodination of alkynes and alkenes. These single-step, processes proceed in very short reaction time, show excellent functional group compatibility, and use inexpensive and long-storage stable reducing reagents.

see article for more examples



Reductive Cleavage of Aryl O-Carbamates to Phenols by the Schwartz Reagent. Expedient Link to the Directed Ortho Metalation Strategy

J. Morin, Y. Zhao, V. Snieckus, Org. Lett., 2013, 15, 4102-4105.


Key Words

Schwartz reagent, Lithium tri-tert-butoxyaluminum hydride, aldehydes, vinyl iodides


ID: J54-Y2014