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46.5.7 Three-Component Coupling Reactions that Generate 1,3-Dienes

DOI: 10.1055/sos-SD-146-00001

Sloane, S. E.; Behlow, K. T.; Mills, M. D.; Clark, J. R.Science of Synthesis Knowledge Updates, (20222389.

General Introduction

Three-component couplings represent an important class of multicomponent reactions for the efficient construction of multiple CC bonds in a single manipulation. The merging of three organic molecules to make one coupling product represents an atom-economical approach to new bond construction. Three-component couplings have been extended to the synthesis of linear and polysubstituted 1,3-dienes (Scheme 1), the latter being challenging to access due to the sterically hindered nature of the more highly substituted diene products. Three-component couplings for 1,3-diene synthesis often occur in a regioselective and stereoselective manner. Transition-metal catalysts are typically used to promote three-component coupling reactions. Alternatively, several three-component coupling reactions for the synthesis of 1,3-dienes are also promoted by organocatalysts. This chapter will review both the transition-metal and organocatalytic methods.

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