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Sequenced Reactions with Samarium(II) Iodide. Sequential Intramolecular Reformatsky/Nucleophilic Acyl Substitution Reactions for the Synthesis of Medium-Sized Carbocycles

2002; American Chemical Society; Volume: 67; Issue: 10 Linguagem: Inglês

10.1021/jo020027w

1520-6904

Gary A. Molander, Giles A. Brown, I. Gràcia,

Advanced Synthetic Organic Chemistry

Samarium(II) iodide was used to access eight- and nine-membered carbocycles via a domino reaction comprised of a Reformatsky reaction followed by a nucleophilic acyl substitution reaction. This method represents a general and efficient approach to a variety of highly functionalized, stereodefined carbocycles.