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ChemInform Abstract: Highly Functionalized Cyclopentanes by Radical Cyclization of Unsaturated Bromolactones. Part 3. Preparation of Carbaaldohexofuranoses. Determination of the Relative Configuration at C-4/C-5 or 2,3-Unsaturated Heptono-1,4-lactones by Means of 1H NMR Spectroscopy.

✍ Scribed by Anne Marie Horneman; Inge Lundt


Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Highly Functionalized Cyclopentanes by Radical Cyclization of Unsaturated Bromolactones. Part 3. Preparation of Carbaaldohexofuranoses. Determination of the Relative Configuration at C-4/C-5 or 2,3-Unsaturated Heptono-1,4-lactones by Means of 1 H NMR Spectroscopy.

-Key step in the synthesis of carbasugars [cf. (V)] is a highly stereoselective intramolecular 5-exo-trig radical cyclization of the unsaturated bromo-1,4-lactone (II). -(HORNEMAN,