Recent Progress in Memory Of Chirality (MOC): An Advanced Chiral Pool

Abstract

This review describes the recent advances in asymmetric reactions based on memory of chirality. The memory of chirality is a unique concept concerning an advanced type of chiral pool-based asymmetric synthesis, in which reactions take place at the sole stereogenic center of the starting materials. The original sp³ chirality of the starting material is retained as dynamic sp² chirality in the intermediate, and then transferred to sp³ chirality of the product. These asymmetric reactions were found to proceed through various types of chiral intermediates with dynamic nature. This review describes the phenomena of memory of chirality observed in asymmetric reactions proceeding through radical, cationic, and anionic intermediates.

1 Introduction

2 Memory of Chirality Proceeding through Radical Intermediates

3 Memory of Chirality Proceeding through Cationic Intermediates

4 Memory of Chirality Proceeding through Anionic Intermediates

5 Conclusion

Key words

memory of chirality - asymmetric synthesis - amino acids - chiral pool - dynamic chirality

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