Asymmetric Aldol Reactions of Heterocyclic Dienolsilanes and α,β-Unsaturated Carbonyl Derived Dienolsilanes

Abstract

The enantioselective aldol reaction has drawn considerable attention for its atom economy. Numerous metal-catalyzed and organocatalytic asymmetric aldol methods for dienolsilanes (1,3-dienyloxysilane-based systems) have been developed during the past decade. The main aim of this review is to present recent developments in asymmetric aldol reactions with aldehyde-, ketone-, and amide-derived dienolsilanes, and heterocyclic α,β-unsaturated ester derived dienolsilanes, which have found considerable application in the synthesis of natural products and bioactive chemicals.

1 Introduction

2 Heterocyclic Dienolsilanes

2.1 Organometallic Catalysts

2.2 Organocatalysts

3 α,β-Unsaturated Carbonyl Derived Dienolsilanes

3.1 Aldehyde- and Ketone-Derived Dienolsilanes

3.2 Amide-Derived Dienolsilanes

4 Conclusions

Key words

aldol reaction - asymmetric catalysis - silyloxy dienes - heterocycles - α,β-unsaturated carbonyl

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