Regioselective synthesis of functionalized 3,5-diketoesters and 2,4-diketosulfones by uncatalyzed condensation of 1-methoxy-1,3-bis(trimethylsilyloxy)-1,3-butadienes with alpha,beta-unsaturated acid chlorides and sulfonyl chlorides.
The reaction of 1-methoxy-1,3-bis(trimethylsilyloxy)-1,3-butadienes with alpha,beta-unsaturated and functionalized acid chlorides afforded a variety of 3,5-diketoesters which are not readily available by other methods. The reaction of 1-methoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene with sulfonyl chlorides allows a direct synthesis of 2,4-diketosulfones.
Rahn
Thomas
T
Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059, Rostock, Germany.
Dang
T H Tam
TH
Spannenberg
Anke
A
Fischer
Christine
C
Langer
Peter
P
D000143:Acids / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry*; D002384:Catalysis; D017606:Chlorine Compounds / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008745:Methylation; D008958:Models, Molecular; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry; D013237:Stereoisomerism; D013441:Sulfinic Acids / Q000737:chemistry*; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry
D000143:Acids; D002070:Butadienes; D017606:Chlorine Compounds; D004952:Esters; D007659:Ketones; D013441:Sulfinic Acids; D013450:Sulfones; C044255:sulfonyl chloride; D010100:Oxygen