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2.10 Ring-Closing Metathesis

DOI: 10.1055/sos-SD-222-00346

Lee, D.; Reddy Sabbasani, V.Science of Synthesis: Metal-Catalyzed Cyclization Reactions, (20162543.

General Introduction

Ring-closing metathesis (RCM) has emerged as a powerful tool in synthetic organic chemistry for the construction of cyclic compounds ranging from small and medium rings to macrocycles. Compared to other conventional ring-closing reactions, ring-closing metathesis based approaches have significant merits in terms of their catalytic activation of alkene and alkyne substrates with excellent spatial and temporal control. Over the past two decades, a number of ring-closing metathesis strategies along with the development of effective catalysts conferring high E/Z selectivity have evolved. Depending on the types of unsaturated π-systems involved in the ring-closure event, these metathesis processes are categorized into diene, enyne, and diyne ring-closing metathesis (Scheme 1). Whereas diene and diyne metatheses produce products containing the same kind of π-systems present in the starting materials, enyne metathesis generates 1,3-diene products as a consequence of a formal addition between an alkene and an alkyne, instead of an exchange reaction, without loss of any carbon elements.

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