Diastereo- and enantioselective catalytic carbometallative aldol cycloreduction: tandem conjugate addition-aldol cyclization.
A catalytic diastereo- and enantioselective method for tandem conjugate addition-aldol cyclization is described. This methodology enables the formation of five- and six-membered ring products from aromatic and aliphatic mono-enone mono-ketone precursors. Notably, in a single manipulation, three contiguous stereogenic centers are created with high levels of relative and absolute stereocontrol.
Cauble
David F
DF
Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
Gipson
John D
JD
Krische
Michael J
MJ
D000438:Alcohols / Q000138:chemical synthesis*; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007659:Ketones / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
D000438:Alcohols; D000447:Aldehydes; D007659:Ketones; D009942:Organometallic Compounds; D012238:Rhodium