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The structures of several products (9, 12, 17, 22, 23, 24, 30, and 31) were also confirmed by conversion to reported derivatives: a) Kittaka, A.; Tanaka, H.; Odanaka, Y.; Ohnuki, K.; Yamaguchi, K.; Miyasaka, T. J. Org. Chem. 1994, 59, 3636.
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3SnH, ratio of the products (α- and β-anomers) was explained on the basis of both stereoelectronic and steric effects: Baumberger, F.; Vasella, A. Helv. Chim. Acta 1983, 66, 2210.
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note
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Attempted preparation of 1-(2,3,5-tris-O-TBDMS-β-D-arabinofuranosyl)-6-(2,2-dibromovinyl)uracil failed (TBDMSCl/imidazole/DMF), giving 7 as the sole product.
-
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21
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0028065448
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For a recent example of radical 1,6-translocation: Yamazaki, N.; Eichenberger, E.; Curran, D. P. Tetrahedron Lett. 1994, 35, 6623.
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