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Communication | Special issue | Vol 58, No. 1, 2002, pp.57-61
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S(M)15
Stereocontrolled Synthesis of a Highly Functionalized 1,7-Dioxaspiro[4.4]nonane Derivative Related to Antibiotic Pseurotins

Shin-ya Aoki, Takahiro Ohi, Kazuya Shimizu, Ryota Shiraki, Ken-ichi Takao, and Kin-ichi Tadano*

*Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku Yokohama 223-8522, Japan

Abstract

For a total synthesis of pseurotins, unusual heterospirocyclic antibiotics, a key intermediate (5), having a highly functionalized 1,7-dioxaspiro-[4.4]nonane structure, has been synthesized from diacetone D-glucose.