Palladium catalysis in bridge-forming reactions between stereoselectively substituted glycine auxiliaries

Autor:	Kjell Undheim, Tore Benneche, Bjørg Siw Møller
Rok vydání:	1996
Předmět:	chemistry.chemical_classification Stereochemistry Organic Chemistry Cystine Substrate (chemistry) chemistry.chemical_element Alkylation Biochemistry Medicinal chemistry Catalysis Amino acid chemistry.chemical_compound chemistry Drug Discovery Glycine Stereoselectivity Palladium
Zdroj:	Tetrahedron. 52:8807-8812
ISSN:	0040-4020
DOI:	10.1016/0040-4020(96)00422-x
Popis:	The disulfide bridge in cystine has formally been replaced by substitution of two α-alanines at the β-carbon into the 2,3-positions in 1,3-butadiene. The key reactions are stereoselective alkylation of lithiated (2S)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with 2,3-dibromopropene. The alkene-alkene bond formation was effected by Pd-catalysis either with the 2′-bromoallyl products from the alkylation as substrate or with the corresponding amino acid appropriately protected.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::50590006e135d2345c57f14a805c307a https://doi.org/10.1016/0040-4020(96)00422-x Zobrazit plný text záznamu Full Text from ScienceDirect