Journal ArticleDOI
Lewis acid promoted condensation of carbonyl compounds with alkoxyallylsilanes synthesis of substituted tetrahydropyrans
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TLDR
In this article, the condensation of alkoxyallylsilanes with carbonyl compounds under Lewis acid conditions gave all cis -4-chloro-2,6-disubstituted-tetrahydropyrans.About:
This article is published in Tetrahedron Letters.The article was published on 1987-01-01. It has received 65 citations till now. The article focuses on the topics: Lewis acids and bases & Acetal.read more
Citations
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Journal ArticleDOI
Synthesis of tetrahydropyrans and related heterocycles via prins cyclization; extension to aza-prins cyclization
Journal ArticleDOI
Prins Cyclizations in Silyl Additives with Suppression of Epimerization: Versatile Tool in the Synthesis of the Tetrahydropyran Backbone of Natural Products
Kok-Ping Chan,Teck-Peng Loh +1 more
TL;DR: A catalytic Prins cyclization reaction has been developed that offers a versatile route to the formation of cis-4-halo-2,6-disubstituted tetrahydropyran rings using the involvement of trimethylsilyl halides.
Book ChapterDOI
The Prins and Carbonyl Ene Reactions
TL;DR: A wide variety of carbonyl compounds undergo Lewis acid catalyzed reactions with alkenes to give homoallylic alcohol ene adducts in excellent yield with high selectivity, although in some cases γ-chloro alcohols are formed as by-products.
Journal ArticleDOI
New Concept in the Allylation of Aldehydes: Regiospecific Allylation of Aldehydes by an Allyl-Transfer Reaction of Homoallylic Alcohols
Journal ArticleDOI
Bismuth bromide as an efficient and versatile catalyst for the cyanation and allylation of carbonyl compounds and acetals with organosilicon reagents
TL;DR: Bismuth bromide was found to work efficiently as a versatile catalyst for the cyanation and allylation of carbonyl compounds and acetals with organosilicon reagents, affording the corresponding alcohols and ethers in high yields.
References
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Journal ArticleDOI
Chemistry of organosilicon compounds. 99. Conjugate addition of allylsilanes to .alpha.,.beta.-enones. A New method of stereoselective introduction of the angular allyl group in fused cyclic .alpha.,.beta.-enones
Akira Hosomi,Hideki Sakurai +1 more
Journal ArticleDOI
Optically active allylsilanes. 1. preparation by palladium-catalyzed asymmetric grignard cross-coupling and anti stereochemistry in electrophilic substitution reactions
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A new [3 + 3]-type annelation useful for the formation of piperidine skeletons
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Thermische umlagerung von quadratsäure-bis(trimethylsilyl)ester
Journal ArticleDOI
Synthesis of 4-halotetrahydropyrans from allylsilanes and carbonyl compounds in the presence of lewis acids
TL;DR: In this article, an unexpected behavior of the reaction of allylsilanes and carbonylcompounds allowed the stereospecific preparation of differently substituted 4-halotetrahydropyrans with an all cis configuration.