Synthesis of 4-substituted homoallylic alcohols via a one-pot tandem Lewis-acid catalyzed crotylboration-[3,3]-sigmatropic rearrangement.
Crotylboration of aldehydes with E- or Z-crotylboronates in the presence of catalytic amounts of indium triflate provides the corresponding 4-substituted homoallylic alcohols.
Ramachandran
P Veeraraghavan
PV
Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, USA. chandran@purdue.edu
Pratihar
Debarshi
D
Biswas
Debanjan
D
D000143:Acids / Q000737:chemistry; D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure
D000143:Acids; D000438:Alcohols; D000447:Aldehydes; D001897:Boronic Acids