Total synthesis of viridiofungin A.
Viridiofungin A, a member of amino alkyl citrate antibiotics from Trichoderma viride, was enantioselectively synthesized in naturally occurring form for the first time, employing regio- and stereoselective opening of the chiral glycidate with vinylmagnesium bromide and alkene cross metathesis of the citric acid core and hexadec-15-en-8-one as key steps.
Morokuma
Kenji
K
Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Takahashi
Keisuke
K
Ishihara
Jun
J
Hatakeyama
Susumi
S
D002951:Citrates / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D013237:Stereoisomerism; D014242:Trichoderma / Q000737:chemistry; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D002951:Citrates; D007659:Ketones; D009942:Organometallic Compounds; C106753:viridiofungin A; D014443:Tyrosine