Asymmetric halo aldol reaction (AHA)

Guigen Li; Xin Xu; Dianjun Chen; Cody Timmons; Michael D. Carducci; Allan D. Headley

doi:10.1021/ol027344+

Asymmetric halo aldol reaction (AHA)

Guigen Li, Xin Xu, Dianjun Chen, Cody Timmons, Michael D. Carducci, Allan D. Headley

Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

33 Scopus citations

Abstract

(Matrix presented) The asymmetric halo aldol reaction (AHA) using Evans oxazolidinones as chiral auxiliaries has been established for tandem I-C/C-C bond formations. The new asymmetric reaction provides a practical approach to a variety of halo aldols of a non-Evans type that cannot be easily synthesized by other methods. Excellent diastereoselectivity (>95%) and yields (80-93%) have been obtained for eight examples.

Original language	English
Pages (from-to)	329-331
Number of pages	3
Journal	Organic Letters
Volume	5
Issue number	3
DOIs	https://doi.org/10.1021/ol027344+
State	Published - Feb 6 2003

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abstract = "(Matrix presented) The asymmetric halo aldol reaction (AHA) using Evans oxazolidinones as chiral auxiliaries has been established for tandem I-C/C-C bond formations. The new asymmetric reaction provides a practical approach to a variety of halo aldols of a non-Evans type that cannot be easily synthesized by other methods. Excellent diastereoselectivity (>95%) and yields (80-93%) have been obtained for eight examples.",

author = "Guigen Li and Xin Xu and Dianjun Chen and Cody Timmons and Carducci, {Michael D.} and Headley, {Allan D.}",

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AU - Li, Guigen

AU - Xu, Xin

AU - Chen, Dianjun

AU - Timmons, Cody

AU - Carducci, Michael D.

AU - Headley, Allan D.

PY - 2003/2/6

Y1 - 2003/2/6

N2 - (Matrix presented) The asymmetric halo aldol reaction (AHA) using Evans oxazolidinones as chiral auxiliaries has been established for tandem I-C/C-C bond formations. The new asymmetric reaction provides a practical approach to a variety of halo aldols of a non-Evans type that cannot be easily synthesized by other methods. Excellent diastereoselectivity (>95%) and yields (80-93%) have been obtained for eight examples.

AB - (Matrix presented) The asymmetric halo aldol reaction (AHA) using Evans oxazolidinones as chiral auxiliaries has been established for tandem I-C/C-C bond formations. The new asymmetric reaction provides a practical approach to a variety of halo aldols of a non-Evans type that cannot be easily synthesized by other methods. Excellent diastereoselectivity (>95%) and yields (80-93%) have been obtained for eight examples.

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Asymmetric halo aldol reaction (AHA)

Abstract

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