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Synthesis of Taxoid Ring Systems: AC → ABC Approach by Way of Intramolecular Alkylation
Author(s) -
Takahashi Takashi,
Iwamoto Hajime,
Nagashima Kensuke,
Okabe Tadashi,
Doi Takayuki
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199713191
Subject(s) - taxoid , intramolecular force , alkylation , ring (chemistry) , chemistry , cyanohydrin , stereochemistry , organic chemistry , biology , catalysis , genetics , chemotherapy , paclitaxel
Cyanohydrin ethers are the structural elements required for intramolecular alkylation to give the eight‐membered taxoid B ring. This was demonstrated both for aromatic as well as for nonaromatic C rings (see below). EE = ethoxyethyl.