The first enantioselective total synthesis of the anti-Helicobacter pylori agent (+)-spirolaxine methyl ether |
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Authors: | Robinson James E Brimble Margaret A |
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Institution: | Department of Chemistry, The University of Auckland, 23 Symonds St., Auckland, New Zealand. |
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Abstract: | The first enantioselective synthesis of the anti-Helicobacter pylori agent (+)-spirolaxine methyl ether has been carried out in a convergent fashion by heterocycle-activated Julia olefination of a spiroacetal-containing sulfone fragment with a phthalide-containing aldehyde fragment. The total synthesis of (+)-spirolaxine methyl ether establishes the absolute stereochemistry of the natural product to be (3R,2'R,5'R,7'R). |
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