Gold-Catalyzed Cyclization/Hydroboration of 1,6-Enynes: Synthesis of Bicyclo[3.1.0]hexane Boranes

Autor:	Guanghui Wang, Yongqiang Wang, Zengzeng Li, Haotian Li, Mingwu Yu, Maofu Pang, Ximei Zhao
Rok vydání:	2022
Předmět:	Organic Chemistry Physical and Theoretical Chemistry Biochemistry
Zdroj:	Organic Letters. 24:9425-9430
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.2c03812
Popis:	The gold-catalyzed cyclization/hydroboration of 1,6-enynes offers facile, versatile, and atom-economical one-step access to bicyclo[3.1.0]hexane boranes. This new protocol proceeds in moderate to good yields under mild conditions. Different from bicyclo[3.1.0]hexane borates, these products are stable in air and during chromatography. Moreover, the borane moiety of the products can readily undergo a diverse array of transformations. The kinetic isotope effect experiment indicates that the hydrogen-transfer step is a fast process, which is not involved in the rate-limiting step.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b8d1ece8aaa50e061cdbb78cf090e56a https://doi.org/10.1021/acs.orglett.2c03812 Zobrazit plný text záznamu