Atroposelective Construction of Tetrasubstituted Axially Chiral Alkene Frameworks

Abstract

The construction of axially chiral alkene frameworks is currently one of hottest topics in the field of organic synthetic chemistry. Compared to traditional axially chiral molecules, such as biaryls, heterobiaryls, and anilides, the synthesis of axially chiral alkenes is far more challenging, especially for acyclic tetrasubstituted alkene analogues. In this review, we summarized the development of strategies for the synthesis of tetrasubstituted axially chiral alkene analogues, including asymmetric difunctionalization, C–H functionalization, cross-coupling, (dynamic) kinetic resolution, and asymmetric allylic substitution-isomerization.

1 Introduction

2 Synthesis of Cyclic Tetrasubstituted Axially Chiral Alkenes

3 Synthesis of Acyclic Tetrasubstituted Axially Chiral Alkenes

4 Summary and Outlook

Key words

axial chirality - tetrasubstituted alkenes - difunctionalization - C–H functionalization - cross-coupling - kinetic resolution - asymmetric allylic substitution-isomerization

Publication History

Received: 20 November 2023

Accepted after revision: 14 December 2023

Accepted Manuscript online:
14 December 2023

Article published online:
24 January 2024

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