Stereoselective Epoxidation of Phe-Gly and Phe-Phe Vinyl Isosteres

Autor:	Uli Hacksell, Wei Berts, I. Csoeregh, Kristina Luthman, Annika Jenmalm, Yi-Lin Li
Rok vydání:	1994
Předmět:	Carbamate Allylic rearrangement integumentary system Stereochemistry Chemistry medicine.medical_treatment Organic Chemistry Absolute configuration medicine Molecule Stereoselectivity Crystal structure
Zdroj:	The Journal of Organic Chemistry. 59:1139-1148
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo00084a037
Popis:	Novel Phe-Gly and Phe-Phe isosteres have been synthesized. Vinylic isosteres of Phe-Gly and Phe-Phe were prepared by facile Julia reactions, and the resulting stereoisomers were isolated and epoxidized (m-chloroperbenzoic acid). Observed stereoselectivities of epoxidation appear to emanate from a cooperative coordination of the incoming peracid by the carbamate group and the more weakly coordinating allylic ester function
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ed19c9a2a7b46430d53ed248051ed470 https://doi.org/10.1021/jo00084a037 Zobrazit plný text záznamu