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Corey-Chaykovsky epoxidation of twisted amides: synthesis and reactivity of bridged spiro-epoxyamines.

ABSTRACT: The first example of a Corey-Chaykovsky epoxidation employing amides as substrates is described. Medium-bridged twisted amides serve as precursors to a family of isolable aminoepoxides. The reactivity of bridged spiro-epoxyamines is also investigated.

SUBMITTER: Szostak M

PROVIDER: S-EPMC2753969 | biostudies-literature | 2009 Sep

REPOSITORIES: biostudies-literature

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Corey-Chaykovsky epoxidation of twisted amides: synthesis and reactivity of bridged spiro-epoxyamines.

Szostak Michal M Aubé Jeffrey J

Journal of the American Chemical Society 20090901 37

The first example of a Corey-Chaykovsky epoxidation employing amides as substrates is described. Medium-bridged twisted amides serve as precursors to a family of isolable aminoepoxides. The reactivity of bridged spiro-epoxyamines is also investigated. ...[more]

PMID: 19715274

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