Tetrahedron Letters p. 4735 - 4736 (1989)
Update date:2022-08-10
Topics:
Brown, E. G.
Cambie, R. C.
Holroyd, S. E.
Johnson, M.
Rutiedge, P. S.
Woodgate, P. D.
Quinizarin is converted in seven steps into the homochiral acetal (3) in 69percent yield.Methallylation of (3) and reductive Claisen rearrangement gives (4) which is converted into four novel diastereomeric 9-chloroanthracyclines (7-10) by an unprecedented intramolecular acetal-alkene cyclization mediated by tin(IV) chloride in DMF.
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Doi:10.1246/bcsj.77.341
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(2018)Doi:10.1016/j.tetlet.2011.03.012
(2011)Doi:10.1016/S0040-4039(01)87857-6
(1969)Doi:10.1103/PhysRevB.19.5396
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