New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement.

Journal Article (Journal Article)

[reaction: see text] A new method for preparing spirocyclic oxindoles is presented. Featuring a [3,3]-sigmatropic enolate rearrangement, the three-step process converts carboxylic acid starting materials to oxidnole products in overall yields of 52-76%. The enolate rearrangement step occurs at -78 degrees C and provides easy access to oxindole products that have previously been difficult to prepare.

Full Text

Duke Authors

Cited Authors

  • Mao, Z; Baldwin, SW

Published Date

  • July 1, 2004

Published In

Volume / Issue

  • 6 / 14

Start / End Page

  • 2425 - 2428

PubMed ID

  • 15228295

Electronic International Standard Serial Number (EISSN)

  • 1523-7052

International Standard Serial Number (ISSN)

  • 1523-7060

Digital Object Identifier (DOI)

  • 10.1021/ol0491888


  • eng