Why Nature Eschews the Concerted [2 + 2 + 2] Cycloaddition of a Nonconjugated Cyanodiyne. Computational Study of a Pyridine Synthesis Involving an Ene–Diels–Alder–Bimolecular Hydrogen-Transfer Mechanism-Reference-Cited by-同舟云学术

Why Nature Eschews the Concerted [2 + 2 + 2] Cycloaddition of a Nonconjugated Cyanodiyne. Computational Study of a Pyridine Synthesis Involving an Ene–Diels–Alder–Bimolecular Hydrogen-Transfer Mechanism

Published:2012-01-25 Issue:3 Volume:77 Page:1533-1538
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Lan Yu¹,Danheiser Rick L.²,Houk K. N.¹

Affiliation:

1. Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States

2. Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo202424n

Reference51 articles.

1. aJones, G.Comprehensive Heterocyclic Chemistry II;Pergamon:Oxford, 1996; Vol.5, pp167–243.

2. bJoule, J. A.; Mills, K.Heterocyclic Chemistry,4th ed.Blackwell Science:Cambridge, 2000; pp63–120.

3. cDewick, P. M.Medicinal Natural Products A Biosynthetic Approach,2nd ed.Wiley:New York, 2002; pp331–315.

4. Recent Strategies for the Synthesis of Pyridine Derivatives

5. De novo synthesis of substituted pyridines

Cited by 25 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. Selectivity in the Formal [2 + 2 + 2] Cycloaromatization of Enyne–Allenes Generated by the Alder-ene Reaction from Triynes;Organic Letters;2024-08-12

2. Polyarylquinone Synthesis by Relayed Dehydrogenative [2 + 2 + 2] Cycloaddition;ACS Catalysis;2022-05-10

3. BH9, a New Comprehensive Benchmark Data Set for Barrier Heights and Reaction Energies: Assessment of Density Functional Approximations and Basis Set Incompleteness Potentials;Journal of Chemical Theory and Computation;2021-12-16

4. Allenes in Diels–Alder Cycloadditions;Synthesis;2021-08-04

5. Synthesis of Highly Substituted Pyridines via [4 + 2] Cycloadditions of Vinylallenes and Sulfonyl Cyanides;The Journal of Organic Chemistry;2019-12-04