Synthesis of hydantocidin and C-2-thioxo-hydantocidin.
Hydantocidin, a naturally occurring strong herbicide, was synthesized in an overall yield of 35.2%, with the accompanying 1'-epi-hydantocidin in overall 9.6% yield from 2,3-O-isopropylidene-D-ribono-1,4-lactone. C-2-thioxo-hydantocidin and its spiro-epimer were also synthesized in an overall yield of 14.4% and 8.5%, respectively.
Shiozaki
M
M
Exploratory Chemistry Research Laboratories, Sankyo Co. Ltd., Hiromachi 1-2-58, Shinagawa-ku, 140-8710, Tokyo, Japan. shioza@shina.sankyo.co.jp
D006540:Herbicides / Q000138:chemical synthesis*; D006827:Hydantoins / Q000138:chemical synthesis*; D012266:Ribose / Q000031:analogs & derivatives / Q000138:chemical synthesis
C441248:C-2-thioxo-hydantocidin; D006540:Herbicides; D006827:Hydantoins; C068815:hydantocidin; D012266:Ribose