Chirality Exchange from sp3 Central Chirality to Axial Chirality: Benzannulation of Optically Active Diaryl-2,2-dichlorocyclopropylmethanols to Axially Chiral α-Arylnaphthalenes

Citations Over TimeTop 10% of 2004 papers

Abstract

Chirality exchange benzannulation of optically active (1S)-aryl(aryl')-2,2-dichlorocyclopropylmethanols (>99% ee) using TiCl4 successfully proceeded to give axially chiral (M)-alpha-arylnaphthalenes with excellent levels of stereo induction (>99% ee). This unique transformation involves the single-step chirality exchange from sp3 central chirality to axial chirality, that is, a type of excellent memory effect.

Related Papers

• → Traceless point-to-axial chirality exchange in the atropselective synthesis of biaryls/heterobiaryls(2019)65 cited
• → Enantioselective creation of helical chirality in octahedral (OC-6) complexes. Recent advances(1998)57 cited
• → Determination of the absolute configurations at stereogenic centers in the presence of axial chirality(2009)34 cited
• → Axial Chirality in Alkylidene‐Cyclic Molecules(2023)16 cited
• → Vibrational Circular Dichroism Studies on Axially Chiral Carbodiimides and Allenes(2023)1 cited