The structure of the 2-methylacrolein boron trifluoride complex in the crystalline phase and in solution

E. J. Corey; Teck Peng Loh; Sepehr Sarshar; Mihai Azimioara

doi:10.1016/S0040-4039(00)60902-4

The structure of the 2-methylacrolein boron trifluoride complex in the crystalline phase and in solution

E. J. Corey^*, Teck Peng Loh, Sepehr Sarshar, Mihai Azimioara

^*Corresponding author for this work

Harvard University

Research output: Contribution to journal › Article › peer-review

65 Citations (Scopus)

Abstract

A crystalline 1:1 complex of BF₃ and 2-methylacrolein has been isolated and shown to have molecular structure 1. ¹H NMR molecular dynamics and NOE studies have demonstrated that the same s-trans structure of the complex predominates at 185 K in CD₂Cl₂ solution. The relevance of these results to the enantioselectivity of Diels-Alder reactions with chiral Lewis acids is discussed.

Original language	English
Pages (from-to)	6945-6948
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4039(00)60902-4
Publication status	Published - Nov 10 1992
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "A crystalline 1:1 complex of BF3 and 2-methylacrolein has been isolated and shown to have molecular structure 1. 1H NMR molecular dynamics and NOE studies have demonstrated that the same s-trans structure of the complex predominates at 185 K in CD2Cl2 solution. The relevance of these results to the enantioselectivity of Diels-Alder reactions with chiral Lewis acids is discussed.",

author = "Corey, {E. J.} and Loh, {Teck Peng} and Sepehr Sarshar and Mihai Azimioara",

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T1 - The structure of the 2-methylacrolein boron trifluoride complex in the crystalline phase and in solution

AU - Corey, E. J.

AU - Loh, Teck Peng

AU - Sarshar, Sepehr

AU - Azimioara, Mihai

PY - 1992/11/10

Y1 - 1992/11/10

N2 - A crystalline 1:1 complex of BF3 and 2-methylacrolein has been isolated and shown to have molecular structure 1. 1H NMR molecular dynamics and NOE studies have demonstrated that the same s-trans structure of the complex predominates at 185 K in CD2Cl2 solution. The relevance of these results to the enantioselectivity of Diels-Alder reactions with chiral Lewis acids is discussed.

AB - A crystalline 1:1 complex of BF3 and 2-methylacrolein has been isolated and shown to have molecular structure 1. 1H NMR molecular dynamics and NOE studies have demonstrated that the same s-trans structure of the complex predominates at 185 K in CD2Cl2 solution. The relevance of these results to the enantioselectivity of Diels-Alder reactions with chiral Lewis acids is discussed.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

The structure of the 2-methylacrolein boron trifluoride complex in the crystalline phase and in solution

Abstract

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