Synthetic studies on (-)-lemonomycin: stereocontrolled construction of the 3,8-diazabicyclo[3.2.1] skeleton.
Stereoselective synthesis of the pentacyclic key intermediate 22 for (-)-lemonomycin (1) has been accomplished using the Ugi 4-CC reaction with our novel isocyanide 8, a cross-metathesis of 13 and allylsilane and a subsequent intramolecular Hosomi-Sakurai type reaction.
Rikimaru
Kentaro
K
Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan.
Mori
Kazuki
K
Kan
Toshiyuki
T
Fukuyama
Tohru
T
D001372:Aza Compounds / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry
D001372:Aza Compounds; D001643:Bridged Bicyclo Compounds; D044005:Tetrahydroisoquinolines; C481507:lemonomycin