Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Orientation of the Addition of Dimethyl Phosphonate to 5,6-Dideoxy-6-nitro-D-hex-5-enofuranoses
Tadashi HanayaHiroshi YamamotoHiroshi Yamamoto
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1992 Volume 65 Issue 4 Pages 1154-1156

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Abstract

The addition of dimethyl phosphonate to six 5,6-dideoxy-6-nitro-D-hex-5-enofuranoses at 25 °C in the presence of triethylamine preponderantly gave (5R)-adducts, whereas the same reaction at 100 °C without a base yielded (5S)-adducts as the main products.

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© 1992 The Chemical Society of Japan
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