4.8 Article

Memory of chirality in the transannular cyclization of cyclodecenyl radicals

Journal

ORGANIC LETTERS
Volume 6, Issue 16, Pages 2713-2716

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol049038x

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Funding

  1. NIGMS NIH HHS [GM 65338] Funding Source: Medline

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The transannular cyclization of an enantioenriched cyclodecenyl radical proceeds in a 5-exo fashion to produce scalemic bicyclo[5.3.0]decanes. This cyclization is notable because it demonstrates chirality transfer through conformational memory of an unstabilized secondary radical.

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