4-(arylsulfonyl)glycals in synthesis. Cation-mediated synthesis of 2,6-disubstituted dihydropyrans

被引：0

作者：

Bailey, JM

Craig, D ^{[1
]}

Gallagher, PT

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, Ctr Chem Synth, London SW7 2AY, England

[2] Eli Lilly & Co, Lilly Res Ctr Ltd, Windlesham GU20 6PH, Surrey, England

来源：

SYNLETT | 1999年 / 01期

关键词：

sulfone; dihydropyran; cation-mediated; synthesis; S(N)1 '; glycal;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-(Arylsulfonyl)glycal 9, easily prepared from phenylsulfinic acid, acrolein and 2-phenyloxirane, undergoes efficient, stereoselective S(N)1' reactions on exposure to Lewis acidic reagent systems. Treatment of syn-9 with dimethyldioxirane gives a single glycal epoxide, which also is a substrate for intermolecular C-glycosidation reactions.

引用

页码：132 / 134

页数：3

共 21 条

[21] Monoclinic and orthorhombic forms of (RS)-(E)-4-[2-(4-chlorobenzylidene)hydrazinyl]-6,11-dimethyl-6,11-dihydro-5H-benzo[b]pyrimido[5,4-f]azepine: synthesis, concomitant polymorphism and supramolecular assembly mediated by C-H•••N, C-H•••π(arene) and C-Cl•••π(arene) interactions [J].

Acosta Quintero, Lina M. ;

Palma, Alirio ;

Choquesillo-Lazarte, Duane ;

Cobo, Justo ;

Glidewell, Christopher .

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2019, 75 :686-+

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