Quantitative α‐Alkylation of Primary Nitriles

Autor:	Giovanni Rojas, Travis W. Baughman, Kenneth B. Wagener
Rok vydání:	2007
Předmět:	chemistry.chemical_classification Organic Chemistry Substrate (chemistry) chemistry.chemical_element Alkylation Lithium diisopropylamide chemistry.chemical_compound chemistry Yield (chemistry) Amide Sodium amide Organic chemistry Lithium Alkyl
Zdroj:	Synthetic Communications. 37:3923-3931
ISSN:	1532-2432 0039-7911
DOI:	10.1080/00397910701572456
Popis:	A synthetic pathway that produces alkyl α,ω‐cyanodiolefins in quantitative yield is described, applying chemistry that is based on simple α‐alkylation of alkyl nitriles. Three amide bases, lithium 2,2,6,6‐tetramethylpiperidide, lithium diisopropylamide, and sodium amide, are used to create the α‐carbanions that undergo substitution with various alkylating agents. Optimization leads to essentially quantitative conversions for every substrate/example reported herein, which will prove useful in many synthetic schemes.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4d096278123d511a9f91c3b5247b6de8 https://doi.org/10.1080/00397910701572456 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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