436865-51-9Relevant articles and documents
An efficient regioselective and diastereoselective synthesis of the epoxy-quinol functionality as building block for the Manumycin antibiotics by the sequence of photooxygenation, reduction and Weitz-Scheffer epoxidation
Adam, Waldemar,Kili?, Hamdullah,Saha-M?ller, Chantu R.
, p. 510 - 512 (2007/10/03)
The photooxygenation of the acetanilide 2 affords the hydroperoxide 3, which by titanium-tetraisopropoxide-catalyzed reduction with dimethyl sulfide gives the corresponding quinol 4. Regioselective and diastereoselective Weitz-Scheffer epoxidation of the latter by tert-butyl hydroperoxide (TBHP) and DBU as base catalyst leads to the cis-epoxy quinol 1, the essential functionality in Manumycin antibiotics.