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Keywords:

  • carbenes;
  • cyclization;
  • density functional calculations;
  • enynes;
  • gold

Abstract

Theoretical and experimental studies on the gold(I)-catalyzed formal [4+2] cycloaddition of dienynes are consistent with a mechanism that proceeds by means of cyclopropyl gold(I) carbenes instead of simple carbocations. This work shows that homoallylic stabilization is significant even for systems in which the tertiary carbocation is stabilized by two methyl groups.

Featured Compounds

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  1. 1 - 22
Compound 1
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 4
Molecular Weight:264.3169
Molecular Formula:C15H20O4
InChIKey:Not Available
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Compound 5
Molecular Weight:264.3169
Molecular Formula:C15H20O4
InChIKey:Not Available
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Compound 9a
Molecular Weight:340.4129
Molecular Formula:C21H24O4
InChIKey:Not Available
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Compound A
Molecular Weight:772.17
Molecular Formula:C22H30AuF6NPSb
InChIKey:ADQOZROJMVWPRI-UHFFFAOYSA-H
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Compound 10a
Molecular Weight:340.4129
Molecular Formula:C21H24O4
InChIKey:Not Available
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Compound 9b
Molecular Weight:408.4108
Molecular Formula:C22H23F3O4
InChIKey:Not Available
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Compound 10b
Molecular Weight:408.4108
Molecular Formula:C22H23F3O4
InChIKey:Not Available
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Compound [D3]9a
Molecular Weight:343.4313
Molecular Formula:C21H24O4
InChIKey:Not Available
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Compound 10
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 9
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 10a′
Molecular Weight:340.4129
Molecular Formula:C21H24O4
InChIKey:Not Available
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Compound [D3]10a
Molecular Weight:343.4313
Molecular Formula:C21H24O4
InChIKey:Not Available
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Compound [D3]15
Molecular Weight:241.2981
Molecular Formula:C13H18O4
InChIKey:Not Available
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Compound 16a
Molecular Weight:372.4547
Molecular Formula:C22H28O5
InChIKey:Not Available
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Compound [D3]16a
Molecular Weight:375.4732
Molecular Formula:C22H28O5
InChIKey:Not Available
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Compound 16b
Molecular Weight:440.4527
Molecular Formula:C23H27F3O5
InChIKey:Not Available
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Compound 9c
Molecular Weight:312.3597
Molecular Formula:C19H20O4
InChIKey:Not Available
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Compound 16
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 16c
Molecular Weight:344.4016
Molecular Formula:C20H24O5
InChIKey:Not Available
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Compound [D3]17
Molecular Weight:273.34
Molecular Formula:C14H22O5
InChIKey:Not Available
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