Asymmetric synthesis fragmentation reactions of 2-alkyl- and 2,4- dialkyl-3-iodo-1-oxocyclohexan-2,4-carbolactones. Single enantiomer preparation of Δ(α,β)-butenolides, 2-alkyl-4-hydroxy-2-cyclohexen-1-ones and butyrolactones

Tetrahedron Letters

Volumn 39, Issue 24, 1998, Pages 4203-4206

  Schultz, Arthur G ^a   Dai, Mingshi ^a   Khim, Seock Kyu ^a   Pettus, Liping ^a   Thakkar, Kshitij ^a  

^a Rensselaer Polytechnic Institute   (United States)

Author keywords

Asymmetric synthesis; Cycloadditions; Enolates; Fragmentation reactions

Indexed keywords

BUTENOLIDE; LACTONE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; ENANTIOMER;

EID: 0032508092     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00785-0     Document Type: Article

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27. 2H reference) δ 4.33 (major diastereomer), 4.03 (minor) >98% ee; corrected for the 98% ee of the Mosher reagent (S)-MTAPCI. Racemic samples of 5a, 6a and 9a were prepared from the pyrrolidine amide corresponding to 1 and were used as controls for the analytical studies. (Formula Presented)