Department of Organic Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden.
Chem Commun (Camb). 2018 Nov 13;54(91):12852-12855. doi: 10.1039/c8cc07908k.
A new asymmetric catalytic propargyl- and allylboration of hydrazonoesters is reported. The reactions utilize allenyl- and allylboronic acids in the presence of the inexpensive parent BINOL catalyst. The reactions can be performed under mild conditions (0 °C) without any metal catalyst or other additives affording sterically encumbered chiral α-amino acids. This is the first metal-free method for the asymmetric propargyl- and allylboration of hydrazonoesters.
本文报道了一种新型的不对称催化炔丙基和烯丙基酰肼酯的反应。该反应在廉价的母体 BINOL 催化剂存在下,利用烯丙基和烯丙基硼酸。反应可以在温和的条件下(0°C)进行,无需任何金属催化剂或其他添加剂,从而得到空间位阻较大的手性α-氨基酸。这是首例无金属的不对称炔丙基和烯丙基酰肼酯的反应。