SYNTHESIS OF OPTICALLY-ACTIVE 2-FURYLMETHANOLS AS USEFUL CHIRAL BUILDING-BLOCKS AND ITS APPLICATION TO THE SYNTHESIS OF (5R,6S)-6-ACETOXYHEXADECAN-5-OLIDE AND (+)-DISPARLURE
被引:60
作者:
KAMETANI, T
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HOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPANHOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPAN
KAMETANI, T
[1
]
TSUBUKI, M
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HOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPANHOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPAN
TSUBUKI, M
[1
]
TATSUZAKI, Y
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HOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPANHOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPAN
TATSUZAKI, Y
[1
]
HONDA, T
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HOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPANHOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPAN
HONDA, T
[1
]
机构:
[1] HOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPAN
来源:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
|
1990年
/
03期
关键词:
D O I:
10.1039/p19900000639
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Kinetic resolution of racemic secondary 2-furylmethanols using catalytic amounts of the titanium(iv)-tartrate complex was achieved successfully, providing optically active 2-furylmethanols (80->98% ee) and corresponding pyranones. (S)-1-(2-Furyl)undecanol (1f) was utilised as a chiral building block in the synthesis of (5R,6S)-6-acetoxyhexadecan-5-olide and (+)-disparlure.
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页码:639 / 646
页数:8
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