Synlett 2023; 34(06): 535-551
DOI: 10.1055/a-1978-0394
account
Chemical Synthesis and Catalysis in India

Selectivity: A Goal for Synthetic Economy

Sambasivarao Kotha
,
Saima Ansari
,
Naveen Kumar Gupta
We thank Dr. Satyanarayana Chava from Laurus Labs, Hyderabad for financial support. S.K. thanks the Department of Science and Technology (DST), India for the award of a J. C. Bose fellowship (SR/S2/JCB-33/2010) and the Council of Scientific and Industrial Research (CSIR), India for financial support over the years. S.A. and N.K.G. are grateful to the Indian Institute of Technology (IIT) Bombay, Mumbai for providing Institute Post-Doctoral Fellowships.


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



Publication History

Received: 24 September 2022

Accepted after revision: 14 November 2022

Accepted Manuscript online:
14 November 2022

Article published online:
02 January 2023

© 2022. Thieme. All rights reserved

Georg Thieme Verlag KG
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