.ALPHA.-Chlorinative homologation of .ALPHA.,.BETA.-unsaturated esters.
نویسندگان
چکیده
منابع مشابه
Microwave assisted Pd(OAc)2-catalyzed chemoselective reduction of aryl α,β-unsaturated esters with triethylsilane
< p>In this communication, we have reported that the Pd(OAc)2–Et3SiH-DMF system promotes the microwave-assisted chemoselective reduction of aryl α,β-unsaturated esters in good yields. The protocol affords a convenient reduction of aryl-conjugated double bonds even in presence of other functional groups like esters, phenols, and ethers.
متن کاملHomologation and alkylation of boronic esters and boranes by 1,2-metallate rearrangement of boronate complexes.
Organoboranes and boronic esters readily undergo nucleophilic addition, and if the nucleophile also bears an alpha-leaving group, 1,2-metallate rearrangement of the ate complex results. Through such a process a carbon chain can be extended, usually with high stereocontrol and this is the focus of this review. A chiral boronic ester (substrate control) can be used for stereocontrolled homologati...
متن کاملTwo-carbon homologation of aldehydes and ketones to α,β-unsaturated aldehydes.
Phosphonate reagents were developed for the two-carbon homologation of aldehydes or ketones to unbranched- or methyl-branched α,β-unsaturated aldehydes. The phosphonate reagents, diethyl methylformyl-2-phosphonate dimethylhydrazone and diethyl ethylformyl-2-phosphonate dimethylhydrazone, contained a protected aldehyde group instead of the usual ester group. A homologation cycle entailed condens...
متن کاملStability of unsaturated methyl esters of fatty acids on surfaces.
The stability of unsaturated methyl esters is greater when they are adsorbed on silica gel than when a glass surface is used. Storage of small samples adsorbed on silica gel may be a convenient addition to conventional methods of protecting labile fats against autoxidation.
متن کاملStereocontrolled synthesis of 1,5-stereogenic centers through three-carbon homologation of boronic esters.
Allylic pinacol boronic esters are stable toward 1,3-borotropic rearrangement. We developed a Pd(II)-mediated isomerization process that gives di- or trisubstituted allylic boronic esters with high E selectivity. The combination of this method with lithiation-borylation enables the synthesis of carbon chains that bear 1,5-stereogenic centers. The utility of this method has been demonstrated in ...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1976
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.24.1957