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. 2007 May 24;9(11):2207-9.
doi: 10.1021/ol070788r. Epub 2007 Apr 25.

Tandem gold(I)-catalyzed cyclization/electrophilic cyclopropanation of vinyl allenes

Gilles Lemière  1 , Vincent Gandon, Kevin Cariou, Takahide Fukuyama, Anne-Lise Dhimane, Louis Fensterbank, Max Malacria
Affiliations

Tandem gold(I)-catalyzed cyclization/electrophilic cyclopropanation of vinyl allenes

Gilles Lemière et al. Org Lett. .

Abstract

We have developed an expedient method for the synthesis of polycyclic compounds from propargyl acetates or vinyl allenes involving up to three Au(I)-catalyzed elemental steps: 3,3-rearrangement, metalla-Nazarov reaction, and electrophilic cyclopropanation. The reaction proceeds under very mild conditions and in short times. The mechanism has been studied by DFT computations.

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