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High Substrate/Catalyst Organocatalysis by a Chiral Brønsted Acid for an Enantioselective Aza-Ene-Type Reaction

✍ Scribed by Masahiro Terada; Kyoko Machioka; Keiichi Sorimachi

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
108 KB
Volume
118
Category
Article
ISSN
0044-8249

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✦ Synopsis

The enantioselective catalysis of organic reactions that involve small organic molecules, known as organocatalysis, has become a rapidly growing area of research, as it offers operational simplicity together with mild reaction conditions and is environmentally benign. [1] Although organocatalysis has proven to be beneficial in many respects, one critical drawback inherent in the methodologies reported to date is the inadequate catalytic efficiency. [2] Most organocatalytic reactions are performed at substrate-to-catalyst (S/C) molar ratios of 10 or less to achieve sufficient yields and avoid loss of

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✍ Takahiko Akiyama; Youichi Saitoh; Hisashi Morita; Kohei Fuchibe 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 83 KB 👁 1 views

## Abstract A novel cyclic dialkyl phosphate was synthesized starting from (+)‐diethyl tartrate. Its catalytic activity as a chiral Brønsted acid has been examined in the Mannich‐type reaction of a ketene silyl acetal with aldimines as a model reaction. The corresponding β‐amino acid esters were ob