Stereospecific Palladium-Catalyzed Cross-Coupling of Alkylboron Compounds: A Short Account

Abstract

Stereospecific approaches allow the introduction of a stereogenic center into complex organic molecules using optically active reagents. Among these, the Pd-catalyzed stereospecific cross-coupling of chiral alkylboron compounds stands out as a highly effective tool for organic synthesis. In parallel with advances in the development of borylation technology, the strategy has recently witnessed a growth in its applicability. This account aims to review the progress on Pd-catalyzed stereospecific B-alkyl Suzuki–Miyaura cross-coupling, tracing its evolution from early breakthroughs to the most recent advances.

1 Introduction

2 Cross-Coupling of 1° Alkylboron Compounds

3 Cross-Coupling of Benzylboron Compounds

4 Cross-Coupling of Allyl- and Propargylboron Compounds

5 Cross-Coupling of Other Types of Activated 2° Alkylboron Compounds

6 Cross-Coupling of Unactivated 2° Alkylboron Compounds

7 Conclusion and Outlook

Key words

stereospecific strategy - cross-coupling - palladium catalysis - alkylboron

Publication History

Received: 22 January 2024

Accepted after revision: 04 March 2024

Article published online:
20 March 2024

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