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A Stereodivergent Approach to 5a-Carba-α-D-gluco-, -α-D-galacto and -β-L-gulopyranose Pentaacetates from D-Mannose, Based on 6-exo-dig Radical Cyclization and Barton−McCombie Radical Deoxygenation

✍ Scribed by Ana M. Gómez; Eduardo Moreno; Serafín Valverde; J. Cristóbal López

Publisher: John Wiley and Sons
Year: 2004
Tongue: English
Weight: 240 KB
Volume: 2004
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200300339

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## Abstract For Abstract see ChemInform Abstract in Full Text.

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A Novel Entry to 5a-Carba-hexopyranoses from Carbohydrates Based on a 6-exo-dig Radical Cyclization: Synthesis of 5a-Carbaβ-D-mannopyranose Pentaacetate. -Mannose-derived diacetonide (VI) undergoes a 6-exo-dig radical cyclization to give highly functionalized cyclohexanes which are correlated with