Title of article
Gold and platinum catalyzed cascade reaction of propargyl acetates bearing terminal alkynes or methyl ketones
Author/Authors
Taichi Kusakabe، نويسنده , , Keisuke Kato، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
7
From page
1511
To page
1517
Abstract
A gold (III)-catalyzed cascade reaction of propargyl acetates bearing an extra terminal alkyne (1) afforded γ-keto esters 3 and lactones 4. These products should be generated through allenyl ketone intermediate B via a 1,2-acyloxy cyclization/fragmentation/cycloisomerization/hydrolysis sequence. On the other hand, the cascade reaction of α-acetoxy ketones bearing terminal alkynes 5 afforded lactone 6 via allenyl ketone intermediate A. This reaction involves a [3,3]-sigmatropic acyloxy rearrangement/cycloisomerization/hydrolysis sequence.
Keywords
Acyloxy migration , cycloisomerization , Propargyl acetate , Gold(III) , Platinium(IV)
Journal title
Tetrahedron
Serial Year
2011
Journal title
Tetrahedron
Record number
1102974
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