Volume 14, Issue 5 pp. 454-461
Article
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Syntheses of a new type of chiral phosphines from glucose

Shi Ji-Cheng

Shi Ji-Cheng

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

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Wen Ting-Bin

Wen Ting-Bin

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

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Wu Da-Xu

Wu Da-Xu

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

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Lu Ge-Tan

Lu Ge-Tan

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

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Hong Mao-Chun

Hong Mao-Chun

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

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Liu Qiu-Tian

Liu Qiu-Tian

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

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Kang Bei-Sheng

Kang Bei-Sheng

State Key Laboratory of Structural Chemistry and Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 850002, China

d̊ Present address: Department of Chemistry, Zhongshan University, Guangzhou, Guangdong 510275, China.

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Wang Han-Qing

Wang Han-Qing

Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu 730000, China

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Lü Shi-Jie

Lü Shi-Jie

Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu 730000, China

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First published: September 1996
Citations: 1

Abstract

Methyl 3-deoxy-3-(diphenylphosphino)-4,6-O-benzylidene-α-D-altropyranoside (1) and methyl 2-deoxy-2-(diphenylphosphino)-4,6-O-benzylidene-α-D-altropyranoside (2) were prepared from methyl 2,3-anhydro-4,6-O-benzylidene-O-D-mannopyranoside and methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside, respectively, via regioselective and stereospecific ring-opening reactions in high yields. Compounds 1 and 2 were oxidized to give the corresponding phosphine oxides (S and 4).

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