Organosilicon-Mediated Organic Synthesis (SiMOS): A Personal Account

Abstract

The organosilicon-mediated organic synthesis (SiMOS) has attracted much attention over the recent decades. However, the use of organosilicon reagents with novel catalytic strategies remains to be explored. This Account summarizes our group’s progress mainly based on the application of a wide variety of organosilicon reagents, including allylic silanes, trifluoromethyl silane, acylsilanes, chlorosilanes, hydrosilanes, trimethylsilyldiazomethane, trimethylsiloxyfuran, silanols, α-trimethylsilylmethylacetate, and trimethylsilylcyanide, in catalysis and organic reactions. These transformations were proved to be alternative procedures for the construction of structurally diverse compounds.

1 Introduction

2 The Exploration of New Reactivity of Organosilicon Reagent in Organic Synthesis

2.1 Allylic Silanes

2.2 Trifluomethylsilane (TMSCF₃)

2.3 Acylsilanes

2.4 Chlorosilanes and Hydrosilanes

2.5 Trimethylsilyldiazomethane (TMSD)

2.6 Trimethylsiloxyfuran

2.7 Silanols

2.8 Trimethylsilylcyanide (TMSCN)

3 Conclusion and Perspective

Key words

organosilicon - silanes - homogeneous catalysis - Lewis acid - silicon

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