Synthesis of the KLMN fragment of gymnocin-A using oxiranyl anion convergent methodology.
Synthesis of the KLMN fragment of gymnocin-A has been achieved by a [X + 2 + Y]-type convergent strategy involving the coupling of a K-ring triflate and an N-ring epoxy sulfone. Fusions of the L ring and the M ring were carried out by intramolecular SN2 substitution of a tertiary alcohol and reductive etherification to furnish the target molecule.
Faculty of Pharmacy, Meijo University , Yagotoyama 150, Tempaku-ku, Nagoya 468-8503, Japan.
Takeo
T
Sakai
Haruka
H
Asano
Kyoko
K
Furukawa
Rie
R
Oshima
Yuji
Y
Mori
D000438:Alcohols / Q000737:chemistry; D004141:Dinoflagellida / Q000737:chemistry; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction
D000438:Alcohols; D004988:Ethers, Cyclic; C458159:gymnocin A