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. 2014 Dec 3;136(48):16788-91.
doi: 10.1021/ja5105602. Epub 2014 Nov 20.

Simple, chemoselective, catalytic olefin isomerization

Steven W M Crossley  1 , Francis Barabé, Ryan A Shenvi
Affiliations

Simple, chemoselective, catalytic olefin isomerization

Steven W M Crossley et al. J Am Chem Soc. .

Erratum in

Abstract

Catalytic amounts of Co(Sal(tBu,tBu))Cl and organosilane irreversibly isomerize terminal alkenes by one position. The same catalysts effect cycloisomerization of dienes and retrocycloisomerization of strained rings. Strong Lewis bases like amines and imidazoles, and labile functionalities like epoxides, are tolerated.

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Figures

Figure 1
Figure 1
Can isomerization predominate over hydrogenation in a HAT equilibrium?
Figure 2
Figure 2
Modification of complex molecules.
Figure 3
Figure 3
Effects of electronics and temperature.
Figure 4
Figure 4
Hypothetical catalytic cycle.
See this image and copyright information in PMC

References

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