Synthesis of Southern (C1'-C11') and Eastern (C8-C18) Fragments of Pamamycin-607, an Aerial Mycelium-inducing Substance of Streptomyces alboniger
Author(s) -
Hiromasa Kiyota,
Yukito FURUYA,
Shigefumi Kuwahara,
Takayuki Oritani
Publication year - 2001
Publication title -
bioscience biotechnology and biochemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.509
H-Index - 116
eISSN - 1347-6947
pISSN - 0916-8451
DOI - 10.1271/bbb.65.2630
Subject(s) - mycelium , aldol reaction , yield (engineering) , streptomyces , epoxide , stereochemistry , fragment (logic) , chemistry , botany , biology , bacteria , organic chemistry , catalysis , materials science , mathematics , genetics , algorithm , metallurgy
Synthesis of the southern C1'-C11' and eastern C8-C18 fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger, was achieved. The southern fragment was synthesized by using the Evans aldol reaction and cis-selective iodoetherification as the key steps in a 9.6% overall yield (7 steps). The eastern fragment was constructed via the Julia coupling reaction and cis-selective iodoetherification in a 3.0% overall yield (8 steps from the known epoxide).
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