Computational Study of the Stereochemistry of Intramolecular Carbolithiation of an Alkene by a Secondary Alkyllithium: Stereochemistry Change Caused by a Single THF Molecule of Solvation-Reference-Cited by-同舟云学术

Computational Study of the Stereochemistry of Intramolecular Carbolithiation of an Alkene by a Secondary Alkyllithium: Stereochemistry Change Caused by a Single THF Molecule of Solvation

Published:2007-04-18 Issue:10 Volume:9 Page:1911-1914
ISSN:1523-7060
Container-title:Organic Letters
language:en
Short-container-title:Org. Lett.

Author:

Liu Hanbin¹,Deng Kai¹,Cohen Theodore¹,Jordan Kenneth D.¹

Affiliation:

1. Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/ol070453%2B

Reference25 articles.

1. (a) Reviews: Bailey, W. F.; Ovaska, T. V. InAdvances in DetailedReaction Mechanisms; Coxon, J. M., Ed.; JAI Press: Greenwich, CT, 1994; Vol. 3, pp 251−273. Mealy, M. J.; Bailey, W. F.J. Organomet. Chem.2002,646, 59−67. Clayden, J. Organolithiums: Selectivity for Synthesis; Pergamon Press: New York, 2002; pp 293−335.

2. Stereoselectivity of cyclization of substituted 5-hexen-1-yllithiums: regiospecific and highly stereoselective insertion of an unactivated alkene into a carbon-lithium bond

3. Preparation and regiospecific cyclization of alkenyllithiums

Cited by 15 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Computational Insight into 1,2-Diamine, -Diether, and -Amino Ether Chiral Ligand-Mediated Carbolithiation: A Case of Enantioinduction Reversal;The Journal of Organic Chemistry;2020-06-29

2. Bismuth Compounds in Radical Catalysis: Transition Metal Bismuthanes Facilitate Thermally Induced Cycloisomerizations;Angewandte Chemie International Edition;2019-07-25

3. Lithium–Olefin π-Complexes and the Mechanism of Carbolithiation: Synthesis, Solution Behavior, and Crystal Structure of (2,2-Dimethylpent-4-en-1-yl)lithium;Organometallics;2019-04-29

4. Consecutive Aminolithiation–Carbolithiation of a Linear Aminoalkene Bearing Terminal Vinyl Sulfide Moiety to Give Hydroindolizine;Synlett;2017-08-08

5. A Computational Study of the Intramolecular Carbolithiation of Aryllithiums: Solvent and Substituent Effects;European Journal of Organic Chemistry;2015-11-24