Regioselective Mono-Deprotection of Di-<i>tert</i>-butylsilylene Acetal Derived from 1,3-Diol with Ammonium Fluoride

• Masaki Ohtawa

  Graduate School of Pharmaceutical Sciences, Kitasato University

• Hiroshi Tomoda

  Graduate School of Pharmaceutical Sciences, Kitasato University

• Tohru Nagamitsu

  Graduate School of Pharmaceutical Sciences, Kitasato University

Abstract

Here we report a novel and efficient method for the regioselective mono-deprotection of di-tert-butylsilylene acetals derived from 1,3-diols consisting of primary and secondary alcohols. The ammonium fluoride-mediated reactions of pyripyropene A derivative, thymidine and uridine derivatives, methyl β-d-glucofuranoside, and pyranoside derivatives each gave the corresponding primary alcohol with high regioselectivity.

Journal

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 87 (1), 113-118, 2014-01

  Oxford University Press (OUP)

Keywords

• General Chemistry

Details

• CRID: 1360283694073629824
• NII Article ID: 130004153261
• DOI: 10.1246/bcsj.20130237
• ISSN: 13480634
• ISSN: 00092673
• Web Site: https://academic.oup.com/bcsj/article-pdf/87/1/113/56276730/bcsj.20130237.pdf
• Data Source:
  • Crossref
  • CiNii Articles
  • KAKEN