On the mechanism of the silicon-tethered reductive Pauson–Khand reaction

JF Reichwein, ST Iacono, BL Pagenkopf

Index: Reichwein, John F; Iacono, Scott T; Pagenkopf, Brian L Tetrahedron, 2002 , vol. 58, # 19 p. 3813 - 3822

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Citation Number: 18

Abstract

The reductive Pauson–Khand reaction (PKR) of tethered vinyl silanes likely proceeds as usual to the bicyclopentenones 2, but rapid loss of the allylic silane initiates a fragmentation process culminating in propargylic carbon reduction. Damp nitrile solvents are crucial for efficient reaction, and under dry conditions additional products are obtained including dimerized cyclopentadienones and 5-(1-amino-alkylidine) cyclopentenes. Solvent ...