Selectivity: A Goal for Synthetic Economy

Abstract

Chemical reactivity plays a major role in understanding several aspects of selectivity. Therefore, in this account, we present a plethora of reactions that demonstrate our efforts in exploiting interesting cases of selectivity over the past three decades. Among them, chemoselectivity, regioselectivity and stereoselectivity are discussed. Strain, steric factors, and separation of the reacting functionalities are revealed as prominent features in generating selectivity.

1 Introduction

2 Chemoselectivity

3 Regioselectivity

4 Diastereoselectivity

5 Substrate-Based Selectivity

6 Reagent-Based Selectivity

7 Steric-Volume-Induced Selectivity

8 Role of Temperature and Reaction Time in Achieving Selectivity

9 Role of the Catalyst in Observing Selectivity

10 Separation as a Parameter for Selectivity

11 pK _a (Acidity of the Active Methylene Component)

12 Sequence as a Tool for Selectivity

13 Strain of the Ring System

14 Examples of Miscellaneous Selectivity

15 Conclusions

Key words

metathesis - cycloaddition - Grignard reaction - Fischer indolization - Diels–Alder reaction - cyclophane - quinane

Publication History

Received: 24 September 2022

Accepted after revision: 14 November 2022

Accepted Manuscript online:
14 November 2022

Article published online:
02 January 2023

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