Silicon-Directed Rhenium-Catalyzed Allylic Carbaminations and Oxidative Fragmentations of γ-Silyl Allylic Alcohols

Autor:	Sanjay W. Chavhan, Matthew J. Cook
Rok vydání:	2014
Předmět:	Silicon Allylic rearrangement Silylation Propanols chemistry.chemical_element Medicinal chemistry Catalysis chemistry.chemical_compound Isomerism Fragmentation (mass spectrometry) Organic chemistry Amines Amination organic chemicals Organic Chemistry food and beverages Regioselectivity General Chemistry Silanes Rhenium Silane Allyl Compounds chemistry Oxidation-Reduction Hiyama coupling
Zdroj:	Chemistry - A European Journal. 20:4891-4895
ISSN:	0947-6539
DOI:	10.1002/chem.201400104
Popis:	A highly regioselective allylic substitution of β-silyl allylic alcohols has been achieved that provides the branched isomer as a single product. This high level of regiocontrol is achieved through the use of a vinyl silane group that can perform a Hiyama coupling providing 1,3-disubstituted allylic amines. An unusual oxidative fragmentation product was also observed at elevated temperature that appears to proceed by a Fleming-Tamao-type oxidation-elimination pathway.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::da8bfd6229bfbf7b3e6ca2463822f613 https://doi.org/10.1002/chem.201400104 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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