On the origin of π-facial diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 3. Rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopropanal.

G. Frenking; K. F. Köhler; M. T. Reetz

doi:10.1016/S0040-4020(01)89911-7

On the origin of π-facial diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 3. Rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopropanal.

G. Frenking, K. F. Köhler, M. T. Reetz

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Abstract

The rotational profiles of 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal are theoretically predicted using ab initio methods at the MP2/6-31G*//3-21G level of theory. The conformational energies show a strong dependence on the torsion angle not only around the CC bond but also around the CR (ROMe, NMe₂) bond.

Original language	English
Pages (from-to)	3971-3982
Number of pages	12
Journal	Tetrahedron
Volume	49
Issue number	19
DOIs	https://doi.org/10.1016/S0040-4020(01)89911-7
State	Published - 7 May 1993
Externally published	Yes

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title = "On the origin of π-facial diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 3. Rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopropanal.",

abstract = "The rotational profiles of 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal are theoretically predicted using ab initio methods at the MP2/6-31G*//3-21G level of theory. The conformational energies show a strong dependence on the torsion angle not only around the CC bond but also around the CR (ROMe, NMe2) bond.",

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T1 - On the origin of π-facial diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 3. Rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopropanal.

AU - Frenking, G.

AU - Köhler, K. F.

AU - Reetz, M. T.

PY - 1993/5/7

Y1 - 1993/5/7

N2 - The rotational profiles of 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal are theoretically predicted using ab initio methods at the MP2/6-31G*//3-21G level of theory. The conformational energies show a strong dependence on the torsion angle not only around the CC bond but also around the CR (ROMe, NMe2) bond.

AB - The rotational profiles of 2-methoxypropanal and 2-N,N-dimethyl-aminopropanal are theoretically predicted using ab initio methods at the MP2/6-31G*//3-21G level of theory. The conformational energies show a strong dependence on the torsion angle not only around the CC bond but also around the CR (ROMe, NMe2) bond.

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DO - 10.1016/S0040-4020(01)89911-7

M3 - 文章

AN - SCOPUS:0027175979

SN - 0040-4020

VL - 49

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JO - Tetrahedron

JF - Tetrahedron

IS - 19

ER -

On the origin of π-facial diastereoselectivity in nucleophilic additions to chiral carbonyl compounds 3. Rotational profiles of 2-methoxypropanal and 2-N,N-dimethylaminopropanal.

Abstract

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