Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B | Zendy

Robert D. C. Pullin | Zendy; Akshat H. Rathi | Zendy; Ekaterina Y. Melikhova | Zendy; Christian Winter | Zendy; Amber L. Thompson | Zendy; Timothy J. Donohoe | Zendy

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Tethered Aminohydroxylation: Synthesis of the β-Amino Acid of Microsclerodermins A and B

Author(s) -

Robert D. C. Pullin,

Akshat H. Rathi,

Ekaterina Y. Melikhova,

Christian Winter,

Amber L. Thompson,

Timothy J. Donohoe

Publication year - 2013

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol402638n

Subject(s) - chemistry , stereoselectivity , residue (chemistry) , metathesis , stereochemistry , alcohol , amino acid , salt metathesis reaction , combinatorial chemistry , organic chemistry , catalysis , polymerization , biochemistry , polymer

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.

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