SYNTHESIS OF ALKYL AND ARYL SUBSTITUTED BUTA-1,2,3-TRIENES

Citation
Hf. Chow et al., SYNTHESIS OF ALKYL AND ARYL SUBSTITUTED BUTA-1,2,3-TRIENES, Journal of the Chemical Society. Perkin transactions. I, (3), 1995, pp. 193-196
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
3
Year of publication
1995
Pages
193 - 196
Database
ISI
SICI code
0300-922X(1995):3<193:SOAAAS>2.0.ZU;2-1
Abstract
Reaction of the lithium or cerium(III) anion of 3-alkyl or 3-aryl Subs tituted 3-trimethylsilylprop-1-yne 1 with aldehydes or ketones afforde d 1-hydroxy-4-trimethylsilylbut-2-ynes 2 in good yields. Conversion of the silyl prop-2-ynylic alcohols 2 into the corresponding acetates 3 followed by tetrabutylammonium fluoride-induced. 1,4-elimination gave alkyl-and aryl substituted buta-1,2,3-trienes 4 in good yields.