Tethered aminohydroxylation: synthesis of the β-amino acid of microsclerodermins A and B.

Journal article

The utility of the tethered aminohydroxylation (TA) has been demonstrated by synthesis of the complex β-amino acid residue of microsclerodermins A and B. The TA provided a regio- and stereoselective functionalization of a complex homoallylic alcohol. The route includes late-stage introduction of the aliphatic side chain via a cuprate addition and cross metathesis, a tactic designed to render the synthesis applicable to other microsclerodermins.

Authors: Pullin, R; Rathi, A; Melikhova, E; Winter, C; Thompson, A

• Publication status: Published
• Journal: Organic letters
• Volume: 15
• Issue: 21
• Pages: 5492-5495
• Publication date: 2013-11-01
• DOI: 10.1021/ol402638n
• EISSN: 1523-7052
• ISSN: 1523-7060
• Language: English
• Keywords: Stereoisomerism; Hydroxylation; Amino Acids; Alcohols; Molecular Structure; Peptides, Cyclic