ASYMMETRIC-SYNTHESIS OF SYN 1,2-DIOLS VIA THE REACTION OF ALDEHYDES WITH CHIRAL GAMMA-(TETRAHYDROPYRANYLOXY)ALLYLSTANNANES
被引:28
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作者:
YAMAMOTO, Y
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机构:Department of Chemistry, Faculty of Science, Tohoku University
YAMAMOTO, Y
KOBAYASHI, K
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机构:Department of Chemistry, Faculty of Science, Tohoku University
KOBAYASHI, K
OKANO, H
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机构:Department of Chemistry, Faculty of Science, Tohoku University
OKANO, H
KADOTA, I
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机构:Department of Chemistry, Faculty of Science, Tohoku University
KADOTA, I
机构:
[1] Department of Chemistry, Faculty of Science, Tohoku University
来源:
JOURNAL OF ORGANIC CHEMISTRY
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1992年
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57卷
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26期
关键词:
D O I:
10.1021/jo00052a002
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Asymmetric synthesis of syn 1,2-diols 3 has been accomplished via the reaction of the chiral gamma-alkoxy-substituted allylstannane 1 with aldehydes in the presence of AlCl3 or AlCl3.OEt2, followed by a five-step operation to remove the chiral auxiliary.
机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Edin, M
Martín-Matute, B
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机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
Martín-Matute, B
Bäckvall, JE
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机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, SwedenStockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden