Hetero-Diels-Alder Cycloadditions ofα,β-Unsaturated Acyl Cyanides, Part 4, Substituent Effects in Reactions withp-Substituted Styrenes

Autor:	Jin-Cong Zhuo, Hugo Wyler
Rok vydání:	1999
Předmět:	Concerted reaction Cyanide Organic Chemistry Substituent Substrate (chemistry) Biochemistry Medicinal chemistry Catalysis Cycloaddition Styrene Inorganic Chemistry chemistry.chemical_compound Reaction rate constant chemistry Yield (chemistry) Drug Discovery Physical and Theoretical Chemistry
Zdroj:	Helvetica Chimica Acta. 82:1122-1134
ISSN:	1522-2675 0018-019X
DOI:	10.1002/(sici)1522-2675(19990707)82:7<1122::aid-hlca1122>3.0.co;2-d
Popis:	Cycloadditions of α,β-unsaturated acyl cyanides (=2-oxonitriles) 1 – 6 to styrene and its p-substituted derivatives 7a – f,h are of inverse electron demand and provide, under mild conditions, regio- and stereoselectively 2-aryl-3,4-dihydro-2H-pyran-6-carbonitriles 8 – 13, generally in good yield. Rates for the cycloaddition of acryloyl cyanide 1 to p-substituted styrenes, determined in competition reactions of substrate pairs relative to that of styrene, increase in the order of electron-donating ability NO2
Databáze:	OpenAIRE
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