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Asymmetric synthesis of epibatidine by use of a novel enantioselective sulfinate elimination reaction

✍ Scribed by Clifford D. Jones; Nigel S. Simpkins; Gerard M.P. Giblin


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
117 KB
Volume
39
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


ChemInform Abstract: Asymmetric Synthesi
✍ C. D. JONES; N. S. SIMPKINS; G. M. P. GIBLIN πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 29 KB πŸ‘ 1 views

Asymmetric Synthesis of Epibatidine by Use of a Novel Enantioselective Sulfinate Elimination Reaction. -Compound (III) is a key intermediate in the synthesis of the alkaloid epibatidine. -(JONES, C. D.;

A Formal Asymmetric Synthesis of (βˆ’)-Epi
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AbstractÐA formal asymmetric synthesis of (2)-epibatidine is reported. The key step of the synthesis is a regio-and diastereoselective cycloaddition of silyloxycyclohexadiene with the acylnitroso dienophile derived from (1)-camphorsultam. The resulting cycloadduct was readily transformed into the N-