Download PDF
Synlett 1997; 1997(SI): 451-454
DOI: 10.1055/s-1997-6154
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.

Total Synthesis of the Squalene Synthase Inhibitor Zaragozic Acid C

Hiroki Sato, Sei-ichi Nakamura, Nobuhide Watanabe, Shun-ichi Hashimoto*
  • *Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060, Japan, FAX +81(11)706-4981; E-mail hsmt@pharm.hokudai.ac.jp
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The total synthesis of zaragozic acid C has been achieved by a convergent strategy, wherein the key feature of the construction of 2,8-dioxabicyclo[3.2.1]octane core structure is a simultaneous creation of the C4 and C5 quaternary carbon centers by Sn(OTf)2-promoted aldol coupling reaction between α-keto ester and silyl ketene thioacetal derived from L- and D-tartaric acids, respectively.

zaragozic acid C - squalene synthase inhibitor - Sn(OTf)2-promoted aldol coupling reaction - silyl ketene thioacetal - α-keto ester