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A solution to the cyclic aldol problem

Publication ,  Journal Article
Baldwin, SW; Chen, P; Nikolic, N; Weinseimer, DC
Published in: Organic letters
May 2000

[formula: see text] A protocol for achieving stereoselective aldol reactions with cyclic ketones is presented. In terms of yield, the process is particularly effective when a quaternary center at the alpha-carbon of the beta-hydroxy ketone product is created. The stereochemical outcome, anti or syn, is achieved by the Lewis acid-mediated ring expansion of stereochemically homogeneous epoxides in a reaction related to the pinacol rearrangement.

Duke Scholars

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

May 2000

Volume

2

Issue

9

Start / End Page

1193 / 1196

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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ICMJE
MLA
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Baldwin, S. W., Chen, P., Nikolic, N., & Weinseimer, D. C. (2000). A solution to the cyclic aldol problem. Organic Letters, 2(9), 1193–1196. https://doi.org/10.1021/ol005525a
Baldwin, S. W., P. Chen, N. Nikolic, and D. C. Weinseimer. “A solution to the cyclic aldol problem.” Organic Letters 2, no. 9 (May 2000): 1193–96. https://doi.org/10.1021/ol005525a.
Baldwin SW, Chen P, Nikolic N, Weinseimer DC. A solution to the cyclic aldol problem. Organic letters. 2000 May;2(9):1193–6.
Baldwin, S. W., et al. “A solution to the cyclic aldol problem.” Organic Letters, vol. 2, no. 9, May 2000, pp. 1193–96. Epmc, doi:10.1021/ol005525a.
Baldwin SW, Chen P, Nikolic N, Weinseimer DC. A solution to the cyclic aldol problem. Organic letters. 2000 May;2(9):1193–1196.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

May 2000

Volume

2

Issue

9

Start / End Page

1193 / 1196

Related Subject Headings

  • Organic Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences