126545-19-5Relevant articles and documents
N-alkoxyacrylamides as substrates for enantioselective Diels-Alder reactions
Corminboeuf, Olivier,Renaud, Philippe
, p. 1735 - 1738 (2002)
Matrix presented The use of N-alkoxyacrylamides as substrates for Lewis acid catalyzed Diels-Alder reactions has been examined. Enantioselectivities up to 92% ee have been achieved using very simple chiral Lewis acids prepared from triisobutylaluminum and 2,2-dimethyl-α,α,α′,α′-tetra-1-naphthalenyl- TADDOL (1-NaphtTADDOL). The use of Yamamoto's Zn-BINOL, easily prepared from Et2Zn and 1,1′-bi-2-naphthol (BINOL), proved to be even more efficient, and enantioselectivities up to 96% ee were achieved.