How Persistent Is Cyclopropyl upon Nucleophilic Substitution, and Is Frontside Displacement Possible? A Model Study

Quantum chemical model calculations (MP2/6-31G(d,p)) demonstrate that frontside nucleophilic substitution is not possible in the reaction between water and protonated cyclopropanol. Instead, ring opening occurs, in accordance with a well-known disrotary ring-opening mechanism. When the cyclopropane...

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Veröffentlicht in:	Journal of organic chemistry 2001-10, Vol.66 (21), p.7084-7089
1. Verfasser:	Uggerud, Einar
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
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