Improved synthesis of methyl 4,6-O-benzylidene-3-cyano-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside and methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-hex-2-enopyranos ide

Article abstract of DOI:10.1080/00397919508015503

Simple and efficient route to the title compounds by using diethyl aluminium cyanide in benzene for the epoxide ring opening and the electrophilic assistance of LiCIO₄ during the isomerization-elimination process.

Full text of DOI:10.1080/00397919508015503

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Synthetic Communications: An
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Organic Chemistry
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Improved Synthesis of
Methyl 4,6-O-Benzylidene-3-
cyano-2,3-dideoxy-α-D-
erythro-hex-2-enopyranoside
and Methyl 4,6-O-
Benzylidene-2,3-dideoxy-3-
C-formyl-α-D-erythro-hex-2-
enopyranoside
Rolando A. Spanevello a & Silvina C. Pellegrinet a
a Institute de Química Orgánica de Síntesis CONICET
- Universidad Nacional de Rosario, Facultad de
Ciencias Bioquímicas y Farmacéuticas , Casilla de
Correo 991, 2000, Rosario, Argentina
Published online: 23 Sep 2006.
To cite this article: Rolando A. Spanevello & Silvina C. Pellegrinet (1995) Improved
Synthesis of Methyl 4,6-O-Benzylidene-3-cyano-2,3-dideoxy-α-D-erythro-hex-2-
enopyranoside and Methyl 4,6-O-Benzylidene-2,3-dideoxy-3-C-formyl-α-D-erythro-
hex-2-enopyranoside, Synthetic Communications: An International Journal for
Rapid Communication of Synthetic Organic Chemistry, 25:22, 3663-3670, DOI:
10.1080/00397919508015503
To link to this article: http://dx.doi.org/10.1080/00397919508015503

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