| Literature DB >> 11578219 |
M J Walker1, B N Hietbrink, B E Thomas, K Nakamura, E A Kallel, K N Houk.
Abstract
Torquoselectivity in the electrocyclic interconversions of 1-azapolyenes and their heterocyclic isomers was investigated theoretically. The ring openings of 1,2-dihydroazete, 1,2-dihydropyridine, and 1,2-dihydroazocine were examined using HF, MP2, and B3LYP calculations. A large preference for inward rotation of the nitrogen lone pair and outward rotation of the N-H group was found for the four- and six-electron systems. No strong preference was observed for the eight-electron system.Entities:
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Year: 2001 PMID： 11578219 DOI： 10.1021/jo010466f
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354