Literature DB >> 12873420

Stereoselectivity in deoxygenation of 5-hydroxy-5-phosphinyl-hexofuranoses (alpha-hydroxyphosphonates).

Tadashi Hanaya1, Ken-ichi Sugiyama, Heizan Kawamoto, Hiroshi Yamamoto.   

Abstract

The addition of dimethyl phosphonate to six different hexofuranos-5-uloses in the presence of DBU, followed by esterification with methoxalyl chloride and then radical reduction, afforded 5-deoxy-5-dimethoxyphosphinyl-D- and L-hexofuranoses. The stereoselectivity of the deoxygenation and possible transition-state models are discussed.

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Year:  2003        PMID: 12873420     DOI: 10.1016/s0008-6215(03)00235-0

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  1 in total

1.  Synthesis of a pseudodisaccharide α-C-glycosidically linked to an 8-alkylated guanine.

Authors:  Mu-Hua Huang; Jan Duchek; Andrea Vasella
Journal:  Molecules       Date:  2013-04-02       Impact factor: 4.411

  1 in total

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