Design of a new and highly effective chiral auxiliary for Diels-Alder reaction of 1-aminodiene.

Robiette, Raphaël;Cheboub-Benchaba, Karima;Peeters, Daniel;Marchand-Brynaert, Jacqueline
(2003) The Journal of Organic Chemistry — Vol. 68, n° 25, p. 9809-9812 (2003)

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Authors
  • Robiette, Raphaëlorcid-logo
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  • Cheboub-Benchaba, Karima
    Author
  • Peeters, DanielUCLouvain
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  • Marchand-Brynaert, JacquelineUCLouvain
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Abstract
A theoretical investigation of the facial selectivity of optically active oxazolidin-2-one-substituted dienes has been realized. This analysis enabled the development of (R)-4-phenyloxazolidin-2-thione as a very effective chiral auxiliary for cycloaddition of 1-aminodiene.
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Robiette, R., Cheboub-Benchaba, K., Peeters, D., & Marchand-Brynaert, J. (2003). Design of a new and highly effective chiral auxiliary for Diels-Alder reaction of 1-aminodiene. The Journal of Organic Chemistry, 68(25), 9809-9812. https://doi.org/10.1021/jo0302049 (Original work published 2003)