Ene-reactions with singlet oxygen

CRC Handbook of: Organic Photochemistry and Photobiology, Second Edition

Volumn , Issue , 2003, Pages 8-1-8-20

  Griesbeck, Axel G ^a   El Idreesy, Tamer T ^a   Adam, Waldemar ^b   Krebs, Oliver ^b  

^a UNIVERSITY OF COLOGNE   (Germany)

^b UNIVERSITY OF WÜRZBURG   (Germany)

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EID: 85056298241     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter

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137. Adam, W., Braun, M., Griesbeck, A.G., Lucchini, V., Staab, E., and Will, B., Photooxygenation of olefins in the presence of titanium(IV) catalyst: a convenient “one-pot” synthesis of epoxy alcohols, J. Am. Chem. Soc., 111, 203, 1989.
138. Adam, W. and Richter, M.J., Metal-catalyzed direct hydroxy-epoxidation of olefins, Acc. Chem. Res., 27, 57, 1994.
139. Prein, M. and Adam, W., The Schenck ene reaction: diastereoselective oxyfunctionalization with singlet oxygen in synthetic applications, Angew. Chem. Int. Ed. Engl., 35, 477, 1996.
140. Wenkert, E. and Naemura, K., Synthesis of the himachalenes by an intramolecular Diels-Alder reaction route, Synth. Commun., 3, 45, 1973.
141. Ireland, R.E., Baldwin, S.W., Dawson, D.J., Dawson, M.I., Dolfini, J.E., Newbould, J., Johnson, W.S., Brown, M., Crawford, R.J., Hudrlik, P.F., Rasmussen, G.H., and Schmiegel, K.K., The total synthesis of an unsymmetrical pentacyclic triterpene DL-germanicol, J. Am. Chem. Soc., 92, 5743, 1970.
142. Adam, W. and Brünker, H.-G., Diastereoselectivesynthesis of merucathin: the singlet oxygen ene reaction (Schenck reaction) as a key step towards an E-configured β-amino allylic alcohol, Synthesis, 1066, 1995
143. Adam, W. and Klug, P., (Z)-3-Alkylidine-4,5-dihydro-4-hydroxy-5-methyl-2-(3H)-furanones by regio and diastereo-selective ene reaction of singlet oxygen (Schenck reaction) with γ-hydroxy vinylstannanes: an enantioselective synthesis of dihydromahubanolide B, Synthesis, 567, 1994.
144. Hajime, M., Takafumi, M., Kanako, Y., and Shigeo, K., Noveldiastereoselective allene formation by an ene reaction of significantly twisted 1,3-dienes with singlet oxygen, Tetrahedron Lett., 40, 6461, 1999.