𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Stereospecific synthesis of Z- and E-1 alkoxy-1,3-butadienes

✍ Scribed by Juan I. Luengo; Masato Koreeda


Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
248 KB
Volume
25
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ 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.


πŸ“œ SIMILAR VOLUMES


Simple stereoselective synthesis of (1E,
✍ M. Akram Khan; Harry Adams πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 121 KB

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 (1E,3Z)- and
✍ V. Fiandanese; G. Marchese; G. Mascolo; F. Naso; L. Ronzini πŸ“‚ Article πŸ“… 1988 πŸ› Elsevier Science 🌐 French βš– 264 KB

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.

Chiral (E,E)-1,4-dialkoxy-1,3-butadienes
✍ Marina Virgili; Albert Moyano; Miquel A. PericΓ s; Antoni Riera πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 209 KB

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