Catalytic redox-initiated glycolate aldol additions of silyl glyoxylates.
Lanthanide triisopropoxides catalyze a rapid, tandem MPV reduction/Brook rearrangement/aldol sequence between silyl glyoxylates and aldehydes that achieves catalytic turnover through alkoxide transfer from a strain-release Lewis acidic silacycle.
Greszler
Stephen N
SN
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
Johnson
Jeffrey S
JS
D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D006038:Glyoxylates / Q000737:chemistry*; D028581:Lanthanoid Series Elements / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry*
D000447:Aldehydes; D006038:Glyoxylates; D028581:Lanthanoid Series Elements; D012821:Silanes; C116609:3-hydroxybutanal