TY - JOUR
T1 - Enantioselective syntheses of aeruginosin 298-A and its analogues using a catalytic asymmetric phase-transfer reaction and epoxidation
AU - Ohshima, Takashi
AU - Gnanadesikan, Vijay
AU - Shibuguchi, Tomoyuki
AU - Fukuta, Yuhei
AU - Nemoto, Tetsuhiro
AU - Shibasaki, Masakatsu
PY - 2003/9/17
Y1 - 2003/9/17
N2 - We developed a versatile synthetic process for aeruginosin 298-A as well as several attractive analogues, in which all stereocenters were controlled by a catalytic asymmetric phase-transfer reaction and epoxidation. Furthermore, drastic counteranion effects in phase-transfer catalysis were observed for the first time, making it possible to three-dimensionally fine-tune the catalyst (ketal part, aromatic part, and counteranion).
AB - We developed a versatile synthetic process for aeruginosin 298-A as well as several attractive analogues, in which all stereocenters were controlled by a catalytic asymmetric phase-transfer reaction and epoxidation. Furthermore, drastic counteranion effects in phase-transfer catalysis were observed for the first time, making it possible to three-dimensionally fine-tune the catalyst (ketal part, aromatic part, and counteranion).
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U2 - 10.1021/ja037290e
DO - 10.1021/ja037290e
M3 - Article
C2 - 16220936
AN - SCOPUS:0043194288
SN - 0002-7863
VL - 125
SP - 11206
EP - 11207
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 37
ER -