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. 2009 Nov 18;131(45):16352-3.
doi: 10.1021/ja907633b.

Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers

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Platinum(II)-catalyzed intermolecular [3 + 2] cycloaddition of propadienyl silyl ethers and alkenyl ethers

Hiroyuki Kusama et al. J Am Chem Soc. .

Abstract

A Pt(II)-catalyzed [3 + 2] cycloaddition reaction of silyl propadienyl ethers and alkenyl ethers has been developed as the first example of the utilization of allenes as a three-carbon unit in a transition-metal-catalyzed intermolecular cycloaddition reaction. Pt(II)-containing 1,3-dipole equivalents generated by electrophilic activation of silyl propadienyl ethers using a Pt(II) catalyst reacted with various electron-rich alkenes to give synthetically useful functionalized cyclopentene derivatives in high yield with wide generality.

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