TY - JOUR
T1 - Enantioselective synthesis of the medium ring ethers, tetrahydrooxepin, oxocane and hexahydrooxonin, of ciguatoxin. Extensive ring-expansion and chemoenzymatic desymmetrization strategy
AU - Oishi, Tohru
AU - Maruyama, Megumi
AU - Shoji, Mitsuru
AU - Maeda, Kenji
AU - Kumahara, Naomi
AU - Tanaka, Shin Ichiro
AU - Hirama, Masahiro
PY - 1999/6/11
Y1 - 1999/6/11
N2 - The extensive ring-expansion strategy for the synthesis of tetrahydrooxepin, oxocane, and hexahydrooxonin, which correspond to the D(E), I and F rings of ciguatoxin (CTX1B, 1). respectively, has been established. Chemoenzymatic acylation of the meso alcohols using a lipase provides an expeditious entry for the enantiomeric building blocks.
AB - The extensive ring-expansion strategy for the synthesis of tetrahydrooxepin, oxocane, and hexahydrooxonin, which correspond to the D(E), I and F rings of ciguatoxin (CTX1B, 1). respectively, has been established. Chemoenzymatic acylation of the meso alcohols using a lipase provides an expeditious entry for the enantiomeric building blocks.
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U2 - 10.1016/S0040-4020(99)00370-1
DO - 10.1016/S0040-4020(99)00370-1
M3 - Article
AN - SCOPUS:0033546445
SN - 0040-4020
VL - 55
SP - 7471
EP - 7498
JO - Tetrahedron
JF - Tetrahedron
IS - 24
ER -