186767-26-0Relevant articles and documents
Cationic bis(oxazoline)Cu(II) Lewis acid catalysts. Enantioselective furan Diels-Alder reaction in the synthesis of ent-shikimic acid
Evans, David A.,Barnes, David M.
, p. 57 - 58 (1997)
The highly enantioselective Diels-Alder reaction between acryloyl oxazolidinone and furan, catalyzed by cationic bis(4-tert-butyloxazoline)Cu)(II) complex 1, is presented. Though the reaction equilibrates rapidly at -20°C, reaction at -78°C permits isolation of the kinetic product mixture. The synthetic utility of the reaction is demonstrated by the conversion of the cycloadduct to ent-shikimic acid.
Bis(oxazoline) and bis(oxazolinyl)pyridine copper complexes as enantioselective Diels-Alder catalysts: Reaction scope and synthetic applications
Evans, David A.,Barnes, David M.,Johnson, Jeffrey S.,Lectka, Thomas,Von Matt, Peter,Miller, Scott J.,Murry, Jerry A.,Norcross, Roger D.,Shaughnessy, Eileen A.,Campos, Kevin R.
, p. 7582 - 7594 (2007/10/03)
The scope of the Diels-Alder reaction catalyzed by bis(oxazoline) copper complexes has been investigated. In particular, [Cu((S,S)-t-Bu-box)](SbF6)2 (1b) has been shown to catalyze the Diels-Alder reaction between 3-propenoyl- 2-oxaz