Inherently Chiral Calix[4]arenes: A Chiral Sulfoxide as an Ortholithiation Director

Abstract

In pursuit of nonracemic, inherently chiral calix[4]arenes, we describe herein the application of a chiral tert ‐butyl sulfoxide in asymmetrically directing ortholithiation on a calix[4]arene. We demonstrate good diastereoselectivity ( dr = 95:5) in the reaction, and also provide proof of the major diastereomer through single‐crystal X‐ray diffraction.