Download PDF
Synthesis 1986; 1986(1): 37-40
DOI: 10.1055/s-1986-31468
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.

(R)-Ethyl 4-t-Butoxy-3-hydroxybutanoate, a Versatile Chiral Building Block for EPC (Enantiomerically Pure Compound) Syntheses, by Yeast Reduction of Ethyl 4-t-Butoxy-3-oxobutanoate

Dieter Seebach* , Martin Eberle
  • *Laboratorium für organische Chemie der Eidgenössischen Technischen Hochschule, ETH-Zentrum, Universitätstr. 16, CH-8092 Zürich, Switzerland
Further Information

Publication History

Publication Date:
20 August 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Reduction of ethyl 4-t-butoxy-3-oxobutanoate with fermenting yeast yields (R)-ethyl 4-t-butoxy-3-hydroxybutanoate in 97% e.e. Since the protective group is readily removed from the product of reduction, the present procedure provides a simple entry to the "world of chiral blocks" formally derived from (R)-malic acid.

      >