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Asymmetric Mukaiyama-Michael addition of acyclic enones catalyzed by allo-threonine-derived B-aryloxazaborolidinones
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作者:

Harada, T
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Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

Iwai, H
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Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

Takatsuki, H
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Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

Fujita, K
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Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

Kubo, M
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Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

Oku, A
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Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan
机构:
[1] Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan
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D O I:
10.1021/ol016062r
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
[GRAPHICS] O-(2-Naphthoyl)-N-tosyl-L-allo-threonine B-phenyloxazaborolidinone catalyzes the asymmetric Mukaiyama-Michael addition of simple acyclic enones to give adducts of 54-85% ee, 2,6-Diisopropylphenal as an additive is demonstrated to effectively retard the undesirable Si+-catalyzed racemic pathway.
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页码:2101 / 2103
页数:3
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