Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex.
The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.
Hayashi
Yujiro
Y
Department of Industrial Chemistry, Faculty of Engineering, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan. hayashi@ci.kagu.tus.ac.jp
Yamaguchi
Hirofumi
H
Toyoshima
Maya
M
Okado
Kotaro
K
Toyo
Takumi
T
Shoji
Mitsuru
M
D000475:Alkenes / Q000138:chemical synthesis*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D015394:Molecular Structure; D011090:Polyenes; D011753:Pyrones / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
D000475:Alkenes; D000480:Alkynes; D011090:Polyenes; D011753:Pyrones; D003035:Cobalt; C040313:fostriecin