Synthesis of Glycal Amides from Amino Acid Esters by Carbonylative Coupling Reaction

Author(s)

De Jesus, Jessica C. ; Noguchi, Henrique K. ; Toledo, Monica F. Z. J. ; Burrow, Robert A. ; Pimenta, Daniel C. ; Stefani, Helio A.

• Document type: Journal article
• Source: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY; v. 2022, n. 30, p. 7-pg., 2022-08-12.

Abstract

Glycal amides were prepared for the first time by reacting 2-iodo-D-glycals with L-amino acid esters via a Pd-catalyzed carbonylative cross-coupling reaction, by using Mo(CO)(6) as the carbon monoxide source. Glycal amides were synthesized in moderate to good yields under our optimized conditions. In addition, the acetyl groups of the glucal amides could be readily removed to obtain the corresponding trihydroxy derivatives in good yields. (AU)

• FAPESP's process: 20/00295-4 - Functionalization of D-glucal and analogs via carbonylative coupling reactions
• Grantee: Helio Alexandre Stefani
• Support Opportunities: Regular Research Grants