New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement.

Published

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

Published version (via Digital Object Identifier)
Pubmed Central version

Duke Authors

Baldwin, Steven W.

Cited Authors

Mao, Z; Baldwin, SW

Published Date

July 1, 2004

Published In

Organic Letters

Volume / Issue

6 / 14

Start / End Page

2425 - 2428

PubMed ID

15228295

Pubmed Central ID

15228295

Electronic International Standard Serial Number (EISSN)

1523-7052

International Standard Serial Number (ISSN)

1523-7060

Digital Object Identifier (DOI)

10.1021/ol0491888

Scholars@Duke