1,n-glycols as dialdehyde equivalents in iridium-catalyzed enantioselective carbonyl allylation and iterative two-directional assembly of 1,3-polyols.
Unstable? We're able! 1,n-Glycols serve as synthetic equivalents to unstable dialdehydes in two-directional carbonyl allylation from the alcohol oxidation level under iridium-catalyzed transfer hydrogenation conditions. Iterative asymmetric allylation employing 1,3-propanediol enables the rapid assembly of protected 1,3-polyol substructures with exceptional levels of stereocontrol.
Lu
Yu
Y
University of Texas at Austin, Department of Chemistry and Biochemistry, 1 University Station-A5300, Austin, TX 78712-1167, USA.
Kim
In Su
IS
Hassan
Abbas
A
Del Valle
David J
DJ
Krische
Michael J
MJ
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry*; D010084:Oxidation-Reduction; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D011108:Polymers; C024617:polyol; D007495:Iridium