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Synthetic Design of Carbonyl‐Group‐Containing Compounds Based on C−O Bond Cleavage Promoted by Pd Complexes
Author(s) -
Yamamoto Akio,
Kakino Ryuki,
Shimizu Isao
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20011017)84:10<2996::aid-hlca2996>3.0.co;2-p
Subject(s) - chemistry , carbonylation , aldehyde , allylic rearrangement , ketone , alkylation , carboxylic acid , organic chemistry , catalysis , amination , transmetalation , bond cleavage , double bond , medicinal chemistry , carbon monoxide
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 allylic 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.