The discovery of new asymmetric synthetic methodologies and the asymmetric synthesis of new chiral compounds have been a major focus of synthetic organic chemists for decades. Axially chiral compounds have gained considerable attention in recent years because of their widespread utility in asymmetric catalysis and synthesis. Methods for the asymmetric synthesis of axially chiral cycloalkylidenes, a subset of axially chiral molecules, are far fewer compared to those developed for the preparation of chiral allenes and chiral biaryl compounds. In this review, different approaches for the synthesis of axially chiral cycloalkylidenes are summarized.

1 Introduction

2 Methods for the Enantioselective Synthesis of Axially Chiral Cycloalkylidenes

2.1 Asymmetric Synthesis of Axially Chiral Cycloalkylidenes

2.1.1 Asymmetric Horner–Wadsworth–Emmons (HWE) Reactions

2.1.2 Asymmetric Wittig Reactions

2.1.3 Asymmetric Dehydrohalogenation Reactions

2.1.4 Asymmetric Elimination Reactions of Chiral Sulfoxides/Selenoxides

2.1.5 Kinetic Resolution of Prochiral Compounds

2.1.6 Other Miscellaneous Methods

2.2 Catalytic Asymmetric Synthesis of Axially Chiral Cycloalkylidenes

3 Conclusion

几十年来，新的不对称合成方法的发现和新的手性化合物的不对称合成一直是合成有机化学家的主要关注点。近年来，轴向手性化合物因其在不对称催化和合成中的广泛应用而受到广泛关注。与制备手性丙二烯和手性联芳基化合物所开发的方法相比，不对称合成轴向手性亚环烷基（轴向手性分子的一个子集）的方法要少得多。在这篇综述中，总结了合成轴向手性环亚烷基的不同方法。

1 简介

2 轴向手性亚环烷基的对映选择性合成方法

2.1 轴向手性亚环烷基的不对称合成

2.1.1 不对称霍纳-沃兹沃斯-埃蒙斯 (HWE) 反应

2.1.2 不对称维蒂希反应

2.1.3 不对称脱卤化氢反应

2.1.4 手性亚砜/硒氧化物的不对称消除反应

2.1.5 前手性化合物的动力学拆分

2.1.6 其他杂项方法

2.2 催化不对称合成轴向手性亚环烷基

3 结论