Organic chemistry

Combinatorial chemistry

Quinone methide

Quinone

Stereochemistry

Enantioselective synthesis

Catalysis

Chemistry

In situ

Angewandte Chemie International Edition

The first catalytic asymmetric (4+3) cyclization of in situ generated ortho ‐quinone methides with 2‐indolylmethanols has been established, which constructed seven‐membered heterocycles in high yields (up to 95 %) and excellent enantioselectivity (up to 98 %). This approach not only represents the first catalytic asymmetric (4+3) cyclization of o ‐hydroxybenzyl alcohols, but also enabled an unprecedented catalytic asymmetric (4+3) cyclization of 2‐indolylmethanols. In addition, a scarcely reported catalytic asymmetric (4+3) cyclization of para ‐quinone methide derivatives was accomplished.

Catalytic Asymmetric (4+3) Cyclizations of In Situ Generated <i>ortho</i>‐Quinone Methides with 2‐Indolylmethanols

Catalytic Asymmetric (4+3) Cyclizations of In Situ Generated ortho‐Quinone Methides with 2‐Indolylmethanols