Transition-metal-catalyzed borylation has emerged as a powerful method for preparation of organoboron compounds, which are useful synthetic reagents in organic synthesis. However, chemo-, regio-, and stereoselective synthesis of the boron compounds are still highly required. Herein, we report copper (I)-catalyzed boryl substitution of allylic carbonates and ethers, monoborylation of 1,3-dienes and enynes, boryl substitution of alkyl halides, and borylative cyclization of alkenes containing an appropriate leaving group for the selective synthesis of various organoboron compounds including allyl- and allenylboronales, and optically active carbocyclic boronates. Preparation of the borylation products has been difficult with known procedures. In addition, direct enantio-convergent transformation of racemic substrates without a racemization or symmelrization process, a novel methodology for asymmetric synthesis with racemic substrates, is also reported.
|Number of pages||12|
|Journal||Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry|
|Publication status||Published - Jul 1 2014|
All Science Journal Classification (ASJC) codes
- Organic Chemistry