Carboalumination of Seven-Membered-Ring trans-Alkenes

Autor:	Jillian R. Sanzone, K. A. Woerpel, Margaret A. Greene, Yudong Liu
Rok vydání:	2020
Předmět:	010405 organic chemistry Extramural Chemistry Concerted reaction Organic Chemistry 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Catalysis Deuterium Radical clock Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 22:7518-7521
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.0c02711
Popis:	Seven-membered-ring trans-alkenes undergo rapid hydro- and carboalumination reactions in the absence of a catalyst with complete regio- and diastereoselectivity. Control experiments, including deuterium labeling, adding radical inhibitors, and using a radical clock, suggest that these reactions proceed by a concerted mechanism. The products of the reaction possess a new carbon-aluminum bond that can then undergo subsequent transformations, particularly oxidation, providing functionalized products as single stereoisomers.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a5e870d94a04581f17794640e2d8e09d https://doi.org/10.1021/acs.orglett.0c02711 Zobrazit plný text záznamu