Enantiodifferentiating tetrahydrofuranylation of but-3-enyl carboxylates using optically active hypervalent iodine(III) reagents via a 1,3-dioxan-2-yl cation intermediate

Tetrahedron Letters

Volumn 48, Issue 49, 2007, Pages 8691-8694

  Fujita, Morifumi ^a   Okuno, Sakuro ^a   Lee, Hee Jin ^a   Sugimura, Takashi ^a   Okuyama, Tadashi ^a  

^a UNIVERSITY OF HYOGO   (Japan)

Author keywords

Asymmetric synthesis; Hypervalent iodine; Iodosylbenzene; Neighboring group participation

Indexed keywords

1,3 DIOXAN 2 YL CATION; BUT 3 ENYL CARBOXYLIC ACID DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; DIOXANE; IODINE; METHYL 2 [2 (DIACETOXYIODO)PHENOXY]PROPANOIC ACIDD; PROPIONIC ACID DERIVATIVE; TETRAHYDROFURAN 3 YL CARBOXYLIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOMER; ENANTIOSELECTIVITY; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MITSUNOBU REACTION; OPTICAL ROTATION; OXYGENATION; X RAY CRYSTALLOGRAPHY;

EID: 35848951629     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.10.015     Document Type: Article

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34. 4 positions. These results are also consistent with the involvement of the acyloxy participation in the stereo-determining steps.