Photooxygenation of the Helimers of (−)-Isocolchicine:  Regio- and Facial Selectivity of the [4 + 2] Cycloaddition with Singlet Oxygen and Surprising Endoperoxide Transformations

Photooxygenation of the helimeric mixture of (−)-(M,7S)/(P,7S)-isocolchicine (6) with the superdienophile singlet oxygen has been studied. Cycloaddition occurred with high regioselectivity at the 7a,11-positions of the alkaloid and predominantly at the diene face anti to the amidic substituent at th...

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Veröffentlicht in:	Journal of organic chemistry 2001-05, Vol.66 (9), p.2911-2917
Hauptverfasser:	Brecht, René, Büttner, Frank, Böhm, Markus, Seitz, Gunther, Frenzen, Gerlinde, Pilz, Astrid, Massa, Werner
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
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