Silver-catalyzed Regioselective Hydroamination of Alkenyl Diazoacetates to Synthesize γ-amino Acid Equivalents

Jun Ueda, Shingo Harada, Hiroki Nakayama, Tetsuhiro Nemoto

Org Biomol Chem. 2018 Jul 7;16(25):4675-4682.

PMID: 29888358

Abstract:

A simple protocol to directly access γ-amino acid derivatives by intermolecular regioselective hydroamination of trichloroethyl alkenyldiazoacetates with carbamate using a silver tetrafluoroborate catalyst is described. Density functional theory (DFT) calculations to analyze the reaction mechanism revealed that multiple attractive interactions occur in a transition state to promote the vinylogous addition of nitrogen nucleophiles.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP33462816	Cyclopropyldiphenylsulfonium tetrafluoroborate		33462-81-6	Price