Racemization in Prins Cyclization Reactions
نویسندگان
چکیده
منابع مشابه
Green chemistry: solvent- and metal-free Prins cyclization. Application to sequential reactions.
Prins cyclization between a homoallylic alcohol and an aldehyde, promoted by trimethylsilyl halide, afforded 4-halo-tetrahydropyrans with good to excellent yields. Thanks to the absence of the solvent and metal, the THP thus obtained have been implicated without purification in several other reactions, in a sequential way, affording in particular new indole derivatives.
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The iodine-catalyzed Prins cyclization of homoallylic alcohols and aldehydes was investigated under metal-free conditions and without additives. Anhydrous conditions and inert atmosphere are not required. The reaction of 2-(3,4-dihydronaphthalen-1-yl)propan-1-ol and 21 aldehydes (aliphatic and aromatic) in CH₂Cl₂ in the presence of 5 mol % of iodine gave 1,4,5,6-tetrahydro-2H-benzo[f]isochromen...
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A ciclização de Prins catalisada por iodo entre álcoois homoalílicos e cetonas foi investigada. Condições anidras e atmosfera inerte não são necessárias neste protocolo ausente de metais. A reação do 2-(3,4-di-hidronaftalen-1-il)propan-1-ol com seis cetonas simétricas alifáticas levou ao produto desejado em 67-77% de rendimento. A ciclização foi realizada com quatro cetonas alifáticas assimétri...
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ABSTRACT Acetonolysis of the titanium tetrachioride complex of lycopene gives s-carotene and e.carotene. Analogous cyclization reactions have been achieved with y-carotene, rubixanthin esters and f3-zeacarotene. In some typical parasitic plants and semi-parasitic plants, carotenoids with a-structures predominate over those with fl-structures. The formation of carotenoid epoxides is favoured in ...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2006
ISSN: 0002-7863,1520-5126
DOI: 10.1021/ja064783l