Title: Copper-Catalyzed Asymmetric Diyne Cyclization via [1,2]-Stevens-Type Rearrangement for the Synthesis of Chiral Chromeno[3,4-c]pyrroles

Authors: Longwu Ye*, Feng-Lin Hong, Chong-Yang Shi, Pan Hong, Tong-Yi Zhai, Xin-Qi Zhu, Xin Lu

Abstract: Here, we report a copper-catalyzed asymmetric cascade cyclization/[1,2]-Stevens-type rearrangement via a non-diazo approach, leading to the practical and atom-economic assembly of various valuable chiral chromeno[3,4- c ]pyrroles bearing a quaternary carbon stereocenter in generally moderate to good yields with wide substrate scope and excellent enantioselectivities (up to 99% ee). Importantly, this protocol not only represents the first example of catalytic asymmetric [1,2]-Stevens-type rearrangement based on alkynes but also constitutes the first asymmetric formal carbene insertion into the Si–O bond.

Full-Link: https://onlinelibrary.wiley.com/doi/10.1002/anie.202115554