New and Effective Synthesis of 7-Triethylsilylbaccatin III from 7β,13α-Bistriethylsiloxy-1β,2α,10β-trihydroxy-9-oxo-4(20),11-taxadiene

descriptionPublicationkeyboard_double_arrow_right Article 01 Mar 1996 English Publisher:Oxford University Press (OUP)Journal:Chemistry Letters, volume 25, pages 223-224 (issn: 0366-7022, eissn: 1348-0715,

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Authors: Isamu Shiina; Masahiro Saitoh; Koji Nishimura; Katsuyuki Saitoh; Teruaki Mukaiyama;

doi: 10.1246/cl.1996.223

New and Effective Synthesis of 7-Triethylsilylbaccatin III from 7β,13α-Bistriethylsiloxy-1β,2α,10β-trihydroxy-9-oxo-4(20),11-taxadiene

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Abstract

Abstract 7β,13α-Bistriethylsiloxy-1β,2α,10β-trihydroxy-9-oxo-4(20),11-taxadiene (2), derived from 10-deacetylbaccatin III via degradation of oxetane ring, was conveniently converted into 7-triethylsilylbaccatin III (1) by way of a new and effective method for constructing oxetane ring. Thus, the synthesis of a precursor of taxol from novel taxoid 2 was accomplished.

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Tokyo University of Science
Japan

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