Divergent protosilylation and protoborylation of polar enynes

Copper-catalyzed divergent conjugate protosilylation and protoborylation of polar enynes were developed. The corresponding β-boryldienoates and β-silyldienotes were obtained in moderate to good yields and with good stereoselectivity. In this protocol, novel cascade double protoborylation/protodeboronation processes of polar enynoates enabled access of the useful trisubstituted vinylboronates in up to 80% yield and with up to 98:2 Z/ E ratio. Moreover, divergent transformations of the products thus obtained were also investigated.We gratefully acknowledge the funding support of the National Natural Science Foundation of China (Grants 21871240 and 21672198), the State Key Program of National Natural Science Foundation of China (Grant 21432009), and the Fundamental Research Funds for the Central Universities (Grant WK2060190082)