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A Formal Total Synthesis of Taxol Aided by an Automated Synthesizer
Author(s) -
Doi Takayuki,
Fuse Shinichiro,
Miyamoto Shigeru,
Nakai Kazuoki,
Sasuga Daisuke,
Takahashi Takashi
Publication year - 2006
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200600156
Subject(s) - ring (chemistry) , key (lock) , chemistry , alkylation , stereochemistry , combinatorial chemistry , computer science , operating system , organic chemistry , catalysis
Abstract A 36‐step synthesis was carried out in automated synthesizers to provide a synthetic key intermediate of taxol. A key step involved a microwave‐assisted alkylation reaction to construct the ABC ring system from an AC precursor. Subsequent formation of the D ring afforded baccatin III, a well‐known precursor of taxol.