Work

Enantio- and Diastereoselective Synthesis of (R,R)-β-Methoxytyrosine

Year: 2007

Type: article

Abstract: The nonproteinogenic amino acid (2R,3R)-beta-methoxytyrosine, a constituent of several cyclic depsipeptide natural products, was synthesized in protected form (8) from a readily available cinnamate ester in four steps and 62% overall yield with a greater than 28:1 er and 19:1 dr. This method provides a highly efficient, enantio- and diastereoselective synthesis of an important amino acid.

Source: Organic Letters

DOI: 10.1021/ol071350u

Authors: David C. Cranfill, Mark A. Lipton

Institution: Purdue University West Lafayette

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of Allergy and Infectious Diseases

Award: Studies of Antitumor,Anti HIV Cyclic Depsipeptides