Download PDF
Synthesis 2000; 2000(5): 634-636
DOI: 10.1055/s-2000-6382
short paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Facile Synthesis of l-3,4-Didehydrovaline Constituting an Antibiotic, Phomopsin A

Yasuchika Yonezawa* , Kanetaka Shimizu, Kwan-sik Yoon, Chung-gi Shin
  • *Laboratory of Organic Chemistry, Faculty of Technology, Kanagawa University, Rokkakubashi, Kanagawa-ku, Yokohama 221-8686, Japan; Fax + 81(45)4 91 79 15;
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

A convenient synthesis of β,γ-unsaturated valine (l-3,4-didehydrovaline), an important constituent of an antibiotic phomopsin A, was achieved from H-D-Ser-OH through a seven-step conversion in 31% overall yield.

didehydrovaline - deprotection - Jones' oxidation - β-elimination - Grignard reaction - amino acids

      >