Stereoselective (3 + 3)-Cycloannulation of Carbonyl Ylides and (Z)-3-Benzylidene-3H-indoles Enabled by Cooperative Rh/Chiral Phosphoric Acid Catalysis

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 19, 2025

A diastereo- and enantioselective (3 + 3)-cycloannulation of in situ generated carbonyl ylides (Z)-3-benzylidene-3H-indoles enabled by cooperative Rh/chiral phosphoric acid catalysis is reported. This study the first to describe an synthesis cyclohepta[b]indole with oxa-bridged motif. The scope reaction broad, products were obtained moderate good yields excellent diastereoselectivities high enantioselectivities.

Language: Английский

Construction of central and axial chirality via Pd(II)/Bim-catalyzed asymmetric dearomative Michael reaction of polycyclic tropones

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(67), P. 8908 - 8911

Published: Jan. 1, 2024

A highly enantioselective Pd/Bim-catalyzed dearomative Michael reaction applying polycyclic tropones as non-benzenoid aromatic acceptors and arylboronic acids aryl pronucleophiles has been developed. The bridged biaryls bearing central axial chirality, including pentacyclic cyclohepta[

Language: Английский

Site Specific C3‐Alkenylation of Indoles Mediated by in situ C‐H Iodination

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 29, 2024

Abstract The C3‐alkenylation of indoles have been developed by means a novel in situ iodination tactic which is capable mediating the Heck coupling with alkenes. method features specific site‐selectivity oriented C−I bond, high‐step efficiency without pre‐functionalization for C‐halogen bond construction, as well highly general tolerance to different terminal alkenes, including unactivated acrylates, acrylic acid, vinyl sulfone functionalized natural products.

Language: Английский