Gold-Catalyzed Cyclization/Hydroboration of 1,6-Enynes: Synthesis of Bicyclo[3.1.0]hexane Boranes.
Guanghui WangYongqiang WangZengzeng LiHaotian LiMingwu YuMaofu PangXimei ZhaoPublished in: Organic letters (2022)
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.
Keyphrases
- room temperature
- mass spectrometry
- randomized controlled trial
- silver nanoparticles
- high speed
- high resolution
- molecular dynamics
- visible light
- high intensity
- high throughput
- liquid chromatography
- electron transfer
- tandem mass spectrometry
- high performance liquid chromatography
- reduced graphene oxide
- highly efficient
- high density
- solid phase extraction