Amines, photooxygenation reactions

Singlet oxygen affords a variety of regio and diastereoselective reactions with chiral allylic alcohols amines - (e.g. substrate 161, Scheme 58) and chiral cyclohexadienes - that are useful for synthetic transformations. For example, the photooxygenation of a chiral allylic alcohol was used recently as the key step in the total syntheses of plakorin 162 and ewawfio-chondrilin (Scheme 58). If the photooxidation... 

Brilnker, H.-G. and Adam, W., Diastereoselective and regioselective singlet oxygen ene oxyfunc-tionalization (Schenck reaction) photooxygenation of allylic amines and their acyl derivatives,/. Am. Chem. Soc., 117, 3976,1995. 

---