Efficiency, Diversity, and Complexity with Multicomponent Reactions

Gydo van der Heijden; Eelco Ruijter; Romano V. A. Orru

doi:10.1055/s-0032-1318222

Synlett, Inhaltsverzeichnis

Synlett 2013; 24(6): 666-685
DOI: 10.1055/s-0032-1318222

account

Efficiency, Diversity, and Complexity with Multicomponent Reactions

Gydo van der Heijden

Department of Chemistry and Pharmaceutical Sciences, Amsterdam Institute of Molecules, Medicines and Systems, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands Fax: +31(20)5987488 eMail: E.Ruijter@vu.nl eMail: R.V.A.Orru@vu.nl

,

Eelco Ruijter*

Department of Chemistry and Pharmaceutical Sciences, Amsterdam Institute of Molecules, Medicines and Systems, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands Fax: +31(20)5987488 eMail: E.Ruijter@vu.nl eMail: R.V.A.Orru@vu.nl

,

Romano V. A. Orru*

Department of Chemistry and Pharmaceutical Sciences, Amsterdam Institute of Molecules, Medicines and Systems, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands Fax: +31(20)5987488 eMail: E.Ruijter@vu.nl eMail: R.V.A.Orru@vu.nl

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Abstract

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Abstract

Multicomponent reactions (MCRs) are versatile syntheses for obtaining structurally diverse sets of complex scaffolds with high efficiency. As such, they can be attractive synthetic tools for the realization of diversity- and/or biology-oriented synthesis design strategies for focused libraries. In this account, we present an overview of our contribution to the design of novel MCRs to access a high level of molecular complexity and diversity. In addition, we demonstrate our biocatalysis/MCR sequences to obtain stereoenriched product scaffolds.

1 Introduction

2 The Build/Couple/Pair Strategy

3 Rational Design of Multicomponent Reactions

3.1 Single Reactant Replacement

3.2 Modular Reaction Sequences

3.3 Conditions-Based Divergence

3.4 The Combination of Multicomponent Reactions

4 Palladium-Catalyzed Isocyanide Reactions

5 The Quest for Stereoselective Multicomponent Reactions

6 Conclusion

Key words

biocatalysis - chemoselectivity - molecular complexity - molecular diversity - multicomponent reaction

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Referenzen

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