Enantioselective conjugate addition to α,β-unsaturated esters and amides mediated by lithium perchlorate

Autor:	M. R. Saidi, R. S. Brown, F. Rajabi
Rok vydání:	2005
Předmět:	chemistry.chemical_compound Chiral auxiliary Solvent free chemistry Organolithium compounds Enantioselective synthesis Organic chemistry General Chemistry Fenchyl alcohol Diethyl ether Lithium perchlorate Conjugate
Zdroj:	Journal of the Iranian Chemical Society. 2:300-304
ISSN:	1735-2428 1735-207X
DOI:	10.1007/bf03245934
Popis:	An efficient method for the enantioselective 1,4-conjugate addition of amines to α,β-unsaturated esters containing an inexpensive chiral auxiliary, such as (S)-2-methyl-1-butanol and fenchyl alcohol, in solvent-free conditions mediated by solid lithium perchlorate is reported. Over 12 examples of the products are generated in excellent yields, accompanied by moderate enantioselectivity. The concentrated solution of LiClO4 in a diethyl ether system works well for the enantioselective 1,4-addition of organolithium compounds to α,β-unsaturated amides without any side reactions.
Databáze:	OpenAIRE
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