TBAF-mediated aldol reaction of beta-allenoates: regio- and stereoselective synthesis of (2E,4E)-4-carbinol alkadienoates.
The aldol reaction of beta-allenoate with use of a commercial THF solution of tetrabutylammonium fluoride (TBAF) yielded polyfunctionalized (2E,4E)-4-carbinol alkadienoate-a valuable building block-in highly regio- and stereoselective fashion.
Aponte
José C
JC
Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, USA.
Hammond
Gerald B
GB
Xu
Bo
B
D000466:Alkadienes / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D000432:Methanol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D011090:Polyenes / Q000138:chemical synthesis*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013237:Stereoisomerism
D000466:Alkadienes; D004952:Esters; D011090:Polyenes; D000644:Quaternary Ammonium Compounds; C025947:propadiene; C009405:tetrabutylammonium; D000432:Methanol