- Total synthesis of PI-201, a new platelet aggregation inhibitor: Establishment of its absolute stereochemistry
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Intramolecular Diels-Alder cycloaddition of enantiomerically enriched triene 16 could be attained under thermal conditions resulting in the formation of octahydronaphthalene derivatives 17-20, one of which was converted into PI-201 (1), a new platelet aggregation-inhibitor.
- Tadano,Murata,Kumagai,Ogawa
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- Total syntheses of PI-201 and related compounds
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The thermal intramolecular Diels-Alder cycloaddition of a 2:1 mixture of ethyl (2E,8E and Z,10E,13R)-13-(t-butyldimethylsilyl) oxy-2,10-dimethyl-2,8,10-pentadecatrienoate provided four diastereomeric cycloadducts. Deprotection of one of the cycloadducts provided PI-201, a novel platelet aggregation inhibitor, as its natural form. Three stereoisomers of PI-201 were prepared from the other cycloadducts. The intramolecular cycloadditions of some structurally similar trienes were also investigated.
- Murata, Takeshi,Kumagai, Toshihito,Ishikawa, Makoto,Tadano, Kin-Ichi,Ogawa, Seiichiro
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p. 3551 - 3561
(2007/10/03)
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