This invention discloses an N-N axial
chiral phase-transfer catalyst, its synthesis method, and its applications, belonging to the field of asymmetric catalytic synthesis technology. Using chiral 2,4-pentanediol and N-Boc-indolephenol as starting materials, this invention efficiently constructs an N-N axial chiral biscarbazole
cyclic ether skeleton through a five-step reaction involving Mitsunobu etherification, deBoc protection, PIDA
oxidative cyclization, radical bromoxymethylation, and intramolecular quaternization. This method eliminates the need for complex
chiral resolution and
noble metal coupling, employs mild
reaction conditions, uses readily available and inexpensive starting materials, achieves high overall yield, and yields a product with an
axial chirality ee value ≥98%. The resulting catalyst possesses excellent conformational rigidity,
chiral induction ability, and phase-transfer performance, exhibiting broad substrate applicability. It also possesses bisindole ring bioactivity, making it widely applicable in asymmetric catalytic synthesis in pharmaceuticals, fine chemicals, and other fields, and providing new directions for the development of antibacterial and antitumor biomaterials.