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Prolylprolinol-Catalyzed Asymmetric Michael Addition of Aliphatic Aldehydes to Nitroalkenes

✍ Scribed by Dengfu Lu; Yuefa Gong; Weizhou Wang

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
272 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

Several novel prolylprolinol catalysts have been designed and synthesized. This type of compound showed high catalytic efficiency on promoting the direct addition of unmodified aldehydes to nitroalkenes. Among the catalysts surveyed, the least bulky member (8d) exhibited the best performance on both efficiency and stereoselectivity, providing the products with up to 97% ee value with 1.5–5β€…mol% catalyst loading. Additionally, computational studies of the transition state have been conducted to explain the high diastereo‐ and enantioselectivity.

πŸ“œ SIMILAR VOLUMES

Highly Efficient Asymmetric Michael Addi
Highly Efficient Asymmetric Michael Addition of Aldehydes to Nitroalkenes Catalyzed by a Simple trans-4-Hydroxyprolylamide.
✍ Claudio Palomo; Silvia Vera; Antonia Mielgo; Enrique Gomez-Bengoa πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons βš– 28 KB πŸ‘ 2 views

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