Reverse-docking study of the TADDOL-catalyzed asymmetric hetero-Diels-Alder reaction

Journal of Molecular Modeling

Volumn 12, Issue 6, 2006, Pages 793-797

  Harriman, Joseph D ^a   Deslongchamps, Ghislain ^a  

^a UNIVERSITY OF NEW BRUNSWICK   (Canada)

Author keywords

Asymmetric synthesis; Docking; Hetero Diels Alder; Organocatalysis; Reverse docking

Indexed keywords

ALCOHOL DERIVATIVE;

ARTICLE; ASYMMETRIC CATALYSIS; CATALYST; CHEMICAL REACTION KINETICS; CONFORMATIONAL TRANSITION; CONTROLLED STUDY; DIELS ALDER REACTION; ENANTIOMER; MOLECULAR MECHANICS; MOLECULAR MODEL; MOLECULAR RECOGNITION; PRIORITY JOURNAL; STOCHASTIC MODEL;

CATALYSIS; MOLECULAR CONFORMATION; ORGANIC CHEMICALS;

BETULACEAE;

EID: 33749243101     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-006-0097-z     Document Type: Article

References (14)

1. Houk KN, List B (2004) Acc Chem Res 37:487-631
2. Schreiner PR (2003) Chem Soc Rev 32:289-296
3. Pihko PM (2004) Angew Chem Int Ed Engl 43:2062-2064
4. Huang Y, Unni AK, Thadani AN, Rawal VH (2003) Nature 424:146
5. Harriman DJ, Deslongchamps GD (2004) J Comp Aided-Mol Des 18:303-308
6. Wiley EA, MacDonald M, Lambropoulos A, Harriman DJ, Deslongchamps G Can J Chem, (in press)
7. Huang Y, Rawal VH (2002) J Amer Chem Soc 124:9662-9663
8. Houk KN, González J, Li Y (1995) Acc Chem Res 28:81-90
9. Thadani AN, Stankovic AR, Rawal VH (2004) PNAS 101:5846-5850
10. Halgren TA (1999) J Comp Chem 20:720-729
11. Molecular Operating Environment, version 2004.03 (2004) Chemical Computing Group Inc, Montreal, Canada
12. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA Jr, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA (2004) Gaussian 03. Gaussian Inc, Wallingford, Connecticut
13. Bayly CI, Cieplak P, Cornell WD, Kollman PA (1993) J Phys Chem 97:10269-10280
14. Case DA, Pearlman DA, Caldwell JW, Cheatham III TE, Wang J, Ross WS, Simmerling CL, Darden TA, Merz KM, Stanton RV, Cheng AL, Vincent JJ, Crowley M, Tsui V, Gohlke H, Radmer RJ, Duan Y, Pitera J, Massova I, Seibel GL, Singh UC, Weiner PK, Kollman PA (2002) Amber 7. University of California, San Francisco