In silico correlation of enantioselectivity for the TADDOL catalyzed asymmetric hetero-Diels-Alder reaction

Tetrahedron Letters

Volumn 48, Issue 4, 2007, Pages 689-692

  Harriman, D Joseph ^a   Lambropoulos, Andreas ^a   Deslongchamps, Ghislain ^a  

^a UNIVERSITY OF NEW BRUNSWICK   (Canada)

Author keywords

Asymmetric organocatalysis; Enantiomeric excess; Hetero Diels Alder; Reverse docking; TADDOL

Indexed keywords

1,3 DIOXANE DERIVATIVE; ALCOHOL; ALDEHYDE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIELS ALDER REACTION; ENANTIOMER; ENANTIOSELECTIVITY; ENERGY; MOLECULAR INTERACTION; MOLECULAR MECHANICS;

BETULACEAE; RUMEX;

EID: 33845640581     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.11.101     Document Type: Article

References (10)

1. Taylor M.S., and Jacobsen E.N. Angew. Chem., Int. Ed. 45 (2006) 1520-1543
2. Houk K.N., and List B. Acc. Chem. Res. 37 (2004) 487
3. Seayad J., and List B. Org. Biomol. Chem. 3 (2005) 719-724
4. Huang Y., Unni A.K., Thadani A.N., and Rawal V.H. Nature 424 (2004) 146
5. Harriman D.J., and Deslongchamps G. J. Comput. Aid. Mol. Des. 18 (2004) 303-308
6. Harriman D.J., and Deslongchamps G. J. Mol. Model. 12 (2006) 793-797
7. Wiley E.A., MacDonald M., Lambropolous A., Harriman D.J., and Deslongchamps G.D. Can. J. Chem. 84 (2006) 384-391
8. Thadani A.N., Stankovic A.R., and Rawal V.H. Proc. Natl. Acad. Sci. USA 101 (2004) 5846-5850
9. Steiner T. Chem. Commun. (1997) 727-734
10. Hasegawa A., Naganawa Y., Fushimi M., Ishihara K., and Yamamoto H. Org. Lett. 8 (2006) 3175-3178