1.6 Metal-Catalyzed Cyclization Reactions of Allenes

A. Phelps; J. Alderson; J. M. Schomaker

Abstract

Allenes represent a unique scaffold for powerful cyclization reactions due to the ability to incorporate additional functionality into the newly formed ring. Metal-catalyzed cyclization reactions of allenes represent a powerful strategy for the synthesis of highly functionalized heterocycles and carbocycles. A variety of metals can be used to facilitate cyclization; the nature of the metal influences which allene carbon is attacked by an internal nucleophile, leading to convenient access to multiple ring systems from a simple precursor. The unique axial chirality of allenes can dictate the stereochemistry featured in the ring through axial-to-point chirality transfer.

Schlüsselwörter

allenes - chirality transfer - carbocycles - heterocycles - pyrrolidines - benzocycles - cyclopropanes

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