Work

Synthesis of β-Amino Diaryldienones Using the Mannich Reaction

Year: 2019

Type: article

Abstract: The Mannich reaction has been used for decades to prepare many pharmaceutically important molecules. Here, using a "double-Mannich-β-elimination" synthetic sequence, we report the synthesis and the characterization details of a novel class of β-amino diaryldienones with prominent antiprostate cancer activity. Through these studies, we correct an erroneous structure in the current literature, present a discussion of the stereochemical outcome of a new reaction, and probe the mechanism(s) of byproduct formation through isotopic studies.

Source: Organic Letters

DOI: 10.1021/acs.orglett.9b01195

Authors: N. G. R. Dayan Elshan, Matthew B. Rettig, Michael E. Jung

Institutions: University of California, Los Angeles, VA Greater Los Angeles Healthcare System

Language: English

Topic: Heterocyclic Compound Synthesis and Bioactivity

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

SDG: Good health and well-being

Open Access status: green

Funders: U.S. Department of Veterans Affairs, Prostate Cancer Foundation, National Institutes of Health, National Cancer Institute