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ChemInform Abstract: Diastereoselective Cyclizations of 1,3-Dioxan-2-yl Radicals: Chiral Acyl Radical Equivalents.

✍ Scribed by M. P. BERTRAND; D. CRICH; R. NOUGUIER; R. SAMY; D. STIEN


Book ID
112037881
Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
27
Category
Article
ISSN
0931-7597

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Chiral acyl radical equivalents: 5-exo c
✍ D. Stien; D. Crich; M.P. Bertrand πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 532 KB

Chiral 1,3-dioxolan-2-yl radicals derived from acetals 8 and 9 underwent intramolecular hydrogen abstraction followed by 5-exo-trig cyclization on treatment with tributyltin hydride and AIBN with modest and opposite stereoselectivities. The more highly substituted substrate 13 took part in a similar