Development of a Stepwise [3 + 3] Annelation to Functionalized Piperidines

A stepwise formal [3 + 3] cycloaddition sequence via a Grignard addition−cyclization reaction leads to a much improved piperidine synthesis. This methodology provides improved flexibility in both the aziridine substrate and TMM equivalent.

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Bibliographic Details
Published inOrganic letters Vol. 7; no. 14; pp. 2993 - 2996
Main Authors Goodenough, Katharine M, Raubo, Piotr, Harrity, Joseph P. A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.07.2005
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TRIMETHYLENEMETHANE
NUPHAR ALKALOIDS
CYCLIZATION
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Summary:A stepwise formal [3 + 3] cycloaddition sequence via a Grignard addition−cyclization reaction leads to a much improved piperidine synthesis. This methodology provides improved flexibility in both the aziridine substrate and TMM equivalent.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol050965t