Ethyl propynoate reacted with esters of amino acids in methanolic solutions containing sodium acetate to yield the title compounds la-d in 40-52% yields. Some aromatic amines similarly reacted with ethyl propynoate to yield the dienes 3a-h in relatively poor yields (17-45%).
Stereospecific synthesis of Z- and E-1 alkoxy-1,3-butadienes
β Scribed by Juan I. Luengo; Masato Koreeda
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 248 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A stereospecific, highly efficient, generally applicable synthesis of z-ard El-alkoxy-1,3-butadienes involving dehydrative decarboxylations of 4,5_unsaturated-2-alkoxy-3-hydroxy-carboxylic acids is described.
π SIMILAR VOLUMES
A new synthesis of stereodefined 1-trimeUlylsllyl-1,3-dlenes is described. The method is based on two sequential coupling reactions between Grlgnard reagents and the readily available (Z)-or (15)-l -bromo-2-phenylthloethene, In the presence of transition metal catalysts.
A two step, totally stereoselective synthesis of (E,E)-lA-dialkoxy-l,3-butadienes from chiral secondary alcohols has been developed. The key step involves the regio-and stereoselective hydrozirconation of alkoxyethynes derived from chiral alcohols; the intermediate (E)-(2alkoxyvinyl)zircouium compou