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New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement.

Publication ,  Journal Article
Mao, Z; Baldwin, SW
Published in: Organic letters
July 2004

[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.

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Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

July 2004

Volume

6

Issue

14

Start / End Page

2425 / 2428

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Mao, Z., & Baldwin, S. W. (2004). New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement. Organic Letters, 6(14), 2425–2428. https://doi.org/10.1021/ol0491888
Mao, Zhan, and Steven W. Baldwin. “New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement.Organic Letters 6, no. 14 (July 2004): 2425–28. https://doi.org/10.1021/ol0491888.
Mao Z, Baldwin SW. New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement. Organic letters. 2004 Jul;6(14):2425–8.
Mao, Zhan, and Steven W. Baldwin. “New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement.Organic Letters, vol. 6, no. 14, July 2004, pp. 2425–28. Epmc, doi:10.1021/ol0491888.
Mao Z, Baldwin SW. New spirocyclic oxindole synthesis based on a hetero Claisen rearrangement. Organic letters. 2004 Jul;6(14):2425–2428.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

July 2004

Volume

6

Issue

14

Start / End Page

2425 / 2428

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences