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

Published version (via Digital Object Identifier)

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

Electronic International Standard Serial Number (EISSN)

1523-7052

International Standard Serial Number (ISSN)

1523-7060

Digital Object Identifier (DOI)

10.1021/ol0491888

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