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  On the Origin of π-Facial Diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 4. Calculated transition state structures for the addition of nucleophiles to 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal.

Frenking, G., Köhler, K., & Reetz, M. T. (1993). On the Origin of π-Facial Diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 4. Calculated transition state structures for the addition of nucleophiles to 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal. Tetrahedron, 49(19), 3983-3984. doi:10.1016/S0040-4020(01)89912-9.

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 Creators:
Frenking, G.1, 2, Author
Köhler, K.F.1, 2, Author
Reetz, Manfred T.1, 2, Author           
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1Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              
2Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße, D-W-3550 Marburg, Germany, ou_persistent22              

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 Abstract: The transition state structures of the nucleophilic addition of LiH to 2-methoxypropanal and 2-N,N-dimethylaminopropanal have been calculated using ab initio methods at the MP2/6-31G*//3-21G level of theory. The analysis of the theoretical data shows that Coulombic, electronic and steric interactions as well as conformational energies may be dominant for determining the energetically lowest lying transition states.

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 Dates: 2001-04-231993-05-07
 Publication Status: Issued
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 Rev. Type: Peer
 Identifiers: DOI: 10.1016/S0040-4020(01)89912-9
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Title: Tetrahedron
  Other : Tetrahedron
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 49 (19) Sequence Number: - Start / End Page: 3983 - 3984 Identifier: ISSN: 0040-4020
CoNE: https://pure.mpg.de/cone/journals/resource/954925448773