Total synthesis of (+)-virgatusin via AlCl3-catalyzed [3+2] cycloaddition.
The AlCl(3)-catalyzed cycloaddition of a donor-acceptor (don-acc) cyclopropane and piperonal succinctly provides the core of virgatusin in a selective, high-yielding manner.
Sanders
Shanina D
SD
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27500-3290, USA.
Ruiz-Olalla
Andrea
A
Johnson
Jeffrey S
JS
D000077410:Aluminum Chloride; D017607:Aluminum Compounds / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D017607:Aluminum Compounds; D002712:Chlorides; D005663:Furans; C511226:virgatusin; D000077410:Aluminum Chloride