10.4125/PD0007TH
Li, Yingfa
Yingfa
Li
Cooksey, John P.
John P.
Cooksey
Gao, Zhanghua
Zhanghua
Gao
Kocieński, Philip J.
Philip J.
Kocieński
McAteer, Stephen M.
Stephen M.
McAteer
Snaddon, Thomas N.
Thomas N.
Snaddon
A Formal Synthesis of Ionomycin
Featuring a Permanganate-Mediated Oxidative Cyclisation
Georg Thieme Verlag, Stuttgart, New York
2010
PrimaryData
Chemistry
2010-11-15
2010
en
10.1055/s-0030-1258327
5809152 Bytes
Key steps in a synthesis of the C17-C32 fragment of
ionomycin are (a) an auxiliary-directed oxidative cyclisation
of a diene with potassium permanganate to construct a tetrahydrofuran
ring and four stereogenic centres in a single operation, and (b)
a chain-appendage reaction featuring the alkylation of an enolsilane
by an oxocarbenium ion generated from a 2-phenylsulfonyl-substituted tetrahydrofuran.