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Literature DB >> 18844363

Continuum of mechanisms for nucleophilic substitutions of cyclic acetals.

Jennifer R Krumper¹, Walter A Salamant, K A Woerpel.

Abstract

The effect of nucleophile strength on diastereoselectivity in the nucleophilic substitution of cyclic acetals was explored. Stereoselectivity remained constant and high as nucleophilicity increased until a threshold value was reached. Beyond this point, however, selection of Lewis acid determined whether stereochemical inversion or erosion was observed.

Entities: Chemical Gene Species

Mesh：

Substances：
Acetals

Year: 2008 PMID： 18844363 PMCID： PMC2664297 DOI： 10.1021/ol8019956

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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