Enantioselective Allylation of Indoles: A Surprising Diastereoselectivity

Herein we show a novel approach toward the allylation of indoles. Thereby, we explore a class of bench-stable allylboronates and fine-tune their reactivity. The allylations of different substituted indoles proceed with negligible diastereo- and excellent enantioselectivities. This surprising selectivity (up to 99:1 er, up to approximate to 60:40 dr) is rationalized by DFT calculations.