Asymmetric Synthesis of Chiral Amino Carboxylic‐Phosphonic Acid Derivatives. Issue 3 (29th December 2020)

• Record Type: Journal Article
• Authors: Cao, Hao‐Qiang; Li, Jun‐Kuan; Zhang, Fa‐Guang; Cahard, Dominique; Ma, Jun‐An
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 3(2021)
• Page Start: 688
• Page End: 729
• Publication Date: 2020-12-29
• Subjects: amino acids -- amino phosphonic acids -- asymmetric synthesis -- fluorophosphonates -- organophosphonates; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202001345
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Chiral amino acids featuring a phosphonate pendant arm are an important type of biologically active scaffold. Here in this review, we comprehensively summarize the modern synthetic methods towards asymmetric construction of chiral amino carboxylic‐phosphonic acid derivatives. The main streams of such interesting compounds include phosphono‐containing α‐, β‐, and γ‐amino acid derivatives, amino acid fluorophosphonate derivatives, amino acid cyclopropanylphosphonate derivatives, and bisphosphono‐amino acid derivatives. Chiral resolution protocols, chiral auxiliary‐directed syntheses, and valorization of the pool of abundant chiral amino acid resources remain contemporary concerns, and meanwhile catalytic enantioselective synthesis has also emerged as a potent strategy as demonstrated by the latest advances. Abstract :