Journal of Organic Chemistry p. 4743 - 4745 (1986)
Update date:2022-07-30
Topics:
Boeckman, Robert K.
Enholm, Eric J.
Demko, Donald M.
Charette, Andre B.
A highly efficient and stereocontrolled enantioselective total synthesis of the antibiotic ionophore X-14547A (indanomycin) (1) is described.A particulary concise approach to the key pyranaldehyde intermediate 3 features the use of reductive lithiation to append the axial C(7) pyran side chain.A Wittig reaction was employed to couple the two major subunits 3 and 4 followed by intramolecular <4 +2> cycloaddition to complete the framework.
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Doi:10.1002/chem.200800003
(2008)Doi:10.1016/S0040-4039(00)84214-8
(1986)Doi:10.1016/j.tet.2007.07.066
(2007)Doi:10.1021/jo00375a060
(1986)Doi:10.1021/je00047a034
(1987)Doi:10.1021/ja01874a079
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