- Synthesis of Weinreb amides using diboronic acid anhydride-catalyzed dehydrative amidation of carboxylic acids
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The first successful example of the direct synthesis of Weinreb amides using catalytic hydroxy-directed dehydrative amidation of carboxylic acids using the diboronic acid anhydride catalyst is described. The methodology is applicable to the concise syntheses of eight α-hydroxyketone natural products, namely, sattabacin, 4-hydroxy sattabacin, kurasoins A and B, soraphinols A and B, and circumcins B and C.
- Shimada, Naoyuki,Takahashi, Naoya,Ohse, Naoki,Koshizuka, Masayoshi,Makino, Kazuishi
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p. 13145 - 13148
(2020/11/09)
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- Acetic acid aldol reactions in the presence of trimethylsilyl trifluoromethanesulfonate
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(Figure presented) In the presence of TMSOTf and a trialkylamine base, acetic acid undergoes aldol addition to non-enolizable aldehydes under exceptionally mild conditions. Acidic workup yields the β-hydroxy carboxylic acid. The reaction appears to procee
- Downey, C. Wade,Johnson, Miles W.,Lawrence, Daniel H.,Fleisher, Alan S.,Tracy, Kathryn J.
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supporting information; experimental part
p. 5351 - 5354
(2010/10/20)
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