title: Combined coinage metal catalysis in natural product synthesis: total synthesis of (+)-varitriol and seven analogs.
abstract: A modular total synthesis of the natural product (+)-varitriol (1) and seven analogs was achieved by using combined coinage metal catalysis. Starting from enynol 13, reagent-controlled introduction of stereogenic centers and efficient center-to-axis-to-center chirality transfer viaα-hydroxyallene 5 afforded (+)-varitriol with 6.4% yield over 10 steps.
authors.affiliation: Organic Chemistry, Dortmund University of Technology, D-44227-Dortmund, Germany.
authors.forename: Tao
authors.initials: T
authors.lastname: Sun
authors.forename: Carl
authors.initials: C
authors.lastname: Deutsch
authors.forename: Norbert
authors.initials: N
authors.lastname: Krause
mesh_terms: D000475:Alkenes / Q000737:chemistry; D001592:Benzyl Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D007536:Isomerism; D008670:Metals / Q000737:chemistry*
chemical_list: D000475:Alkenes; D001592:Benzyl Alcohols; D001688:Biological Products; D005663:Furans; D008670:Metals; C456047:varitriol