Synthetic design of carbonyl-group-containing compounds based on C-O bond cleavage promoted by Pd Complexes

Akio Yamamoto, Ryuki Kakino, Isao Shimizu

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

On the basis of fundamental studies on elementary processes involving allyl-O and acyl-O bond cleavages, various new catalytic processes to convert carboxylic acid derivatives have been realized. The new processes include 1) carbonylation of allyl formates to β,γ-unsaturated acids, 2) amination, alkylation, and carbonylation of allyllc alcohols, 3) aldehyde synthesis by hydrogenation of carboxylic anhydrides and carboxylic acids, 4) ketone synthesis by combination of the C-O bond cleavage with transmetallation by organoboronic acids. The processes described here have advantages over the conventional ones in that they are more atom-efficient and halogen-free in realizing the syntheses of a variety of carbonyl-containing compounds under mild conditions.

Original languageEnglish
Pages (from-to)2996-3014
Number of pages19
JournalHelvetica Chimica Acta
Volume84
Issue number10
DOIs
Publication statusPublished - 2001

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Carboxylic Acids
Carbonylation
cleavage
Carboxylic acids
Amination
carboxylic acids
acids
Halogens
Acids
Hydrogenation
Anhydrides
Alkylation
synthesis
Ketones
Aldehydes
carbonyl compounds
alkylation
Alcohols
formates
anhydrides

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthetic design of carbonyl-group-containing compounds based on C-O bond cleavage promoted by Pd Complexes. / Yamamoto, Akio; Kakino, Ryuki; Shimizu, Isao.

In: Helvetica Chimica Acta, Vol. 84, No. 10, 2001, p. 2996-3014.

Research output: Contribution to journalArticle

Yamamoto, Akio ; Kakino, Ryuki ; Shimizu, Isao. / Synthetic design of carbonyl-group-containing compounds based on C-O bond cleavage promoted by Pd Complexes. In: Helvetica Chimica Acta. 2001 ; Vol. 84, No. 10. pp. 2996-3014.
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