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
Language
- eng