Inverse-electron-demand hetero-Diels-Alder reaction of beta,gamma-unsaturated alpha-ketophosphonates catalyzed by prolinal dithioacetals.
Some novel prolinal dithioacetal derivatives were studied as catalysts for the inverse-electron-demand hetero-Diels-Alder reaction of enolizable aldehydes and beta,gamma-unsaturated alpha-ketophosphonates. The corresponding 5,6-dihydro-4H-pyran-2-ylphosphonates were obtained in good ee values (up to 94% ee).
Samanta
Sampak
S
Department of Chemistry, University of Texas at San Antonio, One UTSA Circle, San Antonio, TX 78249-0698, USA.
Krause
Jonathan
J
Mandal
Tanmay
T
Zhao
Cong-Gui
CG
D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D004583:Electrons; D063065:Organophosphonates / Q000737:chemistry*; D011392:Proline / Q000737:chemistry; D012997:Solvents; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry*
D000447:Aldehydes; D063065:Organophosphonates; D012997:Solvents; D013438:Sulfhydryl Compounds; D011392:Proline