ChemInform Abstract: Enantioselective Cyclopropanation with α-Alkyl-α-diazoesters Catalyzed by Chiral Oxazaborolidinium Ion: Total Synthesis of (+)-Hamavellone B

Autor:	Do Hyun Ryu, Geum-Sook Hwang, Miso Nam, Su Yong Shim, Jae Yeon Kim
Rok vydání:	2016
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Chemistry Cyclopropanation Stereochemistry Absolute configuration Enantioselective synthesis Total synthesis General Medicine Alkyl Stereocenter Catalysis Cyclopropane
Zdroj:	ChemInform. 47
ISSN:	0931-7597
DOI:	10.1002/chin.201622035
Popis:	Chiral oxazaborolidinium ion-catalyzed asymmetric cyclopropanation of α- or α,β-substituted acroleins with α-alkyl-α-diazoesters has been developed. With this methodology, chiral functionalized cyclopropanes containing a quaternary stereogenic center were obtained with high to excellent enantioselectivities (up to >99% ee). The synthetic utility of optically enriched functionalized cyclopropane was demonstrated in the first total synthesis of (+)-hamavellone B, which establishes the absolute configuration of natural (+)-hamavellone B.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::cd642a1b80f16e20045e325f69e5ef1e https://doi.org/10.1002/chin.201622035 Zobrazit plný text záznamu Plný text