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ChemInform Abstract: Synthesis of Perhydro-furo[2,3-b]pyran (and furan)-3-yl Methanols by Oxygenative Radical Cyclization.

✍ Scribed by S. MAYER; J. PRANDI; T. BAMHAOUD; S. BAKKAS; O. GUILLOU

Publisher
John Wiley and Sons
Year
2010
Weight
44 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Synthesis of

pyran (and furan)-3-yl Methanols by Oxygenative Radical Cyclization. -A general one-step method for the synthesis of title compounds including carbohydrate derivatives is given using two effective catalytic systems, Bu 3 SnH/AIBN/O 2 and Co(salen)/NaBH 4 /O 2 . Competition from oxygenation of the generated radicals prior to cyclization as well as reduction of the radicals by the hydrogen donor are kept to a minimum and high yields are obtained. Catalysis with the cobalt complex is found to be much more convenient than the tin system. -(MAYER, S.; PRANDI,

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