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Enantioselective Aza-Henry Reaction with Acyclic Guanidine-Thiourea Bifunctional Organocatalyst

✍ Scribed by Keisuke Takada; Kazuo Nagasawa

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
156 KB
Volume
351
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

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A highly enantioselective aza‐Henry reaction of imines with nitromethane was achieved with a reactive guanidine‐thiourea bifunctional organocatalyst affording β‐nitroamines with high enantioselectivity (up to 96% ee). The diastereo‐ and enantioselective version of this reaction with nitroalkanes also proceeded selectively (up to 99:1 dr with 99% ee).

📜 SIMILAR VOLUMES

Guanidine-Thiourea Bifunctional Organoca
Guanidine-Thiourea Bifunctional Organocatalyst for the Asymmetric Henry (Nitroaldol) Reaction
✍ Yoshihiro Sohtome; Yuichi Hashimoto; Kazuo Nagasawa 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 112 KB 👁 2 views

## Abstract Novel bifunctional catalysts having guanidine and thiourea functional groups were developed for the asymmetric Henry (nitroaldol) reaction. Various structural developments of the catalyst revealed that the compound having an octadecyl‐substituted guanidine and thiourea groups linked wit