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Nucleophilic addition to C,Cdouble bonds. Part IX. Kinetics and mechanism of the base-catalyzed intramolecular cyclization of olefinic alcohols

✍ Scribed by Gerardo M. Ramos Tombo; Camille Ganter


Publisher
John Wiley and Sons
Year
1985
Tongue
German
Weight
600 KB
Volume
68
Category
Article
ISSN
0018-019X

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✦ Synopsis


4, ' ) ' )

For solvent isotope effects in acid/base equilibria, see [lo].

For structural reasons, through-space interactions are negligible in such compounds. A steric effect was not detected by X-ray analysis. The interaction diagram was constructed according to the usual theoretical considerations [14] [15]. These results were also confirmed quantitatively by MIND0/3 calculations [16] [17].


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Nucleophilic Addition to C,C-Double Bond
✍ Alan A. Smeaton; William V. Steele; Gerardo M. Ramos Tombo; Camille Ganter 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 German ⚖ 258 KB 👁 2 views

## Abstract In view of the significance of steric compression in the base‐catalyzed intramolecular cyclization of polycyclic olefinic alcohols, the standard enthalpies of formation of __anti__^9,10^‐10 __endo__‐hydroxytricyclo [4.2.1.1^2,5^]deca‐3,7‐dien‐9‐one **(1)** and 9‐oxatetracyclo [5.4.0.0^3