Highly efficient and reusable dendritic catalysts derived from N-prolylsulfonamide for the asymmetric direct aldol reaction in water.

Org Lett

Anhui Key Laboratory of Functional Molecular Solids, Institute of Organic Chemistry, School of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241000, China.

Published: September 2006

AI Article Synopsis

  • The study demonstrated that chiral dendritic catalysts made from N-prolylsulfonamide efficiently catalyze direct aldol reactions in water, producing high yields (up to 99%).
  • These reactions showed remarkable anti diastereoselectivity (over 99:1) and enantioselectivity (over 99% ee).
  • The catalyst was recoverable through precipitation and filtration, allowing for reuse in up to five cycles without losing effectiveness.

Article Abstract

The direct aldol reactions catalyzed by chiral dendritic catalysts derived from N-prolylsulfonamide gave the corresponding products in high isolated yields (up to 99%) with excellent anti diastereoselectivities (up to >99:1) and enantioselectivities (up to >99% ee) in water. In addition, catalyst 1e may be recovered by precipitation and filtration and reused for at least five times without loss of catalytic activity.

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Source
http://dx.doi.org/10.1021/ol061418qDOI Listing

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