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Synlett 1999; 1999(9): 1359-1362
DOI: 10.1055/s-1999-2851
DOI: 10.1055/s-1999-2851
letter
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Singlet Oxygen Cycloaddition to Dienes: a Biomimetic Approach to Marine Endoperoxides?
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Publikationsverlauf
Publikationsdatum:
31. Dezember 1999 (online)
Singlet oxygen addition studies to a series of diene substrates indicate that trisubstituted dienes undergo ene reaction selectively, indicating that the biosynthetic construction of the mycaperoxides, norsesterterpenes isolated from sponges of the genus Mycale, containing a trisubstituted endoperoxide subunit, probably does not proceed via a 4 + 2 singlet oxygen cycloaddition pathway.
singlet oxygen - ene reaction - 4 + 2 cycloaddition - mycaperoxide - marine endoperoxide