Download PDF
Synlett 1995; 1995(8): 847-849
DOI: 10.1055/s-1995-5103
letter
© 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.

Highly Regioselective Silylation of α,β-Dihydroxyphosphonates: An Application to Stereoselective Synthesis of α-Amino-β-hydroxyphosphonic Acid Derivatives

Tsutomu Yokomatsu, Kenji Suemune, Takehiro Yamagishi, Shiroshi Shibuya*
  • *School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-03, Japan
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

tert-Butyldimethylsilylation of threo-α,β-dihydroxyphosphonates 1 and 6a,c-e proceeded with high degree of regioselectivity to give the corresponding β-siloxy derivatives. As an application of these findings, a stereocontrolled synthesis of erythro-α-amino-β-siloxyphosphonate 9 was achieved in an optically active form from α,β-dihydroxyphosphonate 1.

α,β-dihydroxyphosphonates - regioselective silylation - α-amino-β-hydroxyphosphonates