Nickel-catalyzed enantioselective 1, 2-vinylboration of styrenes. Issue 39 (16th September 2021)

• Record Type: Journal Article
• Authors: Ye, Yang; Liu, Jiandong; Xu, Bing; Jiang, Songwei; Bai, Renren; Li, Shijun; Xie, Tian; Ye, Xiang-Yang
• Is Part Of: Chemical science. Volume 12:Issue 39(2021)
• Page Start: 13209
• Page End: 13215
• Publication Date: 2021-09-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1sc04071e
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A novel nickel-catalyzed asymmetric 1, 2-vinylboration reaction has been developed to afford benzylic alkenylboration products with high yields and excellent enantioselectivities by using a chiral bisoxazoline ligand. Abstract : A novel nickel-catalyzed asymmetric 1, 2-vinylboration reaction has been developed to afford benzylic alkenylboration products with high yields and excellent enantioselectivities by using a chiral bisoxazoline ligand. Under optimized conditions, a wide variety of chiral 2-boryl-1, 1-arylvinylalkanes are efficiently prepared from readily available olefins and vinyl halides in the presence of bis(pinacolato)diboron as the boron source in a mild and easy-to-operate manner. This three-component cascade protocol furnishes exceptional chemo- and stereoselectivity, and its usefulness is illustrated by its application in asymmetric modifications of several structurally complex natural products and pharmaceuticals.