Article

Using Stereoelectronic Effects to Explain Selective Reactions of 4-Substituted Five-Membered Ring Oxocarbenium Ions

Department of Chemistry, University of California-Irvine, Irvine, California 92697-2025, USA.
Organic Letters (Impact Factor: 6.36). 07/2004; 6(12):2063-6. DOI: 10.1021/ol0492647
Source: PubMed

ABSTRACT

[reaction: see text] The utility of the inside attack model to predict and analyze the stereoselectivities of nucleophilic additions to complex five-membered ring oxocarbenium ions is demonstrated in a systematic study of C-4-substituted acetals.

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