Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates

2017 ◽  
Vol 129 (30) ◽  
pp. 9013-9017 ◽  
Author(s):  
Xingyu Jiang ◽  
John F. Hartwig
Keyword(s):  
Allylic Substitution ◽  
Aliphatic Esters ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

The generation of C-glycosides through the enolate Claisen rearrangement

1979 ◽  
Vol 57 (13) ◽  
pp. 1743-1745 ◽  
Author(s):  
Robert E. Ireland ◽  
Craig S. Wilcox ◽  
Suvit Thaisrivongs ◽  
Noel R. Vanier
Keyword(s):  
Carboxylic Acids ◽  
Claisen Rearrangement ◽  
Sigmatropic Rearrangements ◽  
Unsaturated Carboxylic Acids ◽  
Aliphatic Esters ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

The [3,3]-sigmatropic rearrangements of silyl ketene acetals obtained from aliphatic esters of furanoid and pyranoid glycals is described. The heterocyclic γ,δ-unsaturated carboxylic acids II are produced in good yields. A new preparation of furanoid and pyranoid glycals is described.

Lewis Base Activation of Lewis Acids. Addition of Silyl Ketene Acetals to Aldehydes

2002 ◽  
Vol 124 (45) ◽  
pp. 13405-13407 ◽  
Author(s):  
Scott E. Denmark ◽  
Thomas Wynn ◽  
Gregory L. Beutner
Keyword(s):  
Lewis Acids ◽  
Lewis Base ◽  
Ketene Acetals ◽  
Silyl Ketene Acetals

ChemInform Abstract: Lanthanoid(II) or -(III) Alkoxide-Promoted Reactions of Silyl Ketene Acetals with Aldehydes.

ChemInform ◽  
2010 ◽  
Vol 24 (51) ◽  
pp. no-no
Author(s):  
Y. MAKIOKA ◽  
I. NAKAGAWA ◽  
Y. TANIGUCHI ◽  
K. TAKAKI ◽  
Y. FUJIWARA
Keyword(s):  
Ketene Acetals ◽  
Silyl Ketene Acetals
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