𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Highly diastereoselective synthesis of β-trifluoromethyl-N-acetyltryptophan

✍ Scribed by Yuefa Gong; Katsuya Kato; Hiroshi Kimoto

Book ID
104261881
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
130 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Diethyl 2-[2,2,2-trifluoro-l-(indol-3-yl)ethyl]malonates 1, prepared by the reaction of 2,2,2-trifluoro-1-(indol-3-yl)ethanol 2 with sodium salts of diethyl 2-substituted malonates, were readily hydrolyzed in an aqueous NaOH solution to form the corresponding disodium salts. Subsequent acidification of the salt resulted in the decarboxylation forming syn-isomers of the title compound in high yield.

📜 SIMILAR VOLUMES

Highly diastereoselective synthesis of o
Highly diastereoselective synthesis of optically pure trifluoromethyl-substituted imidazolidine, oxazolidine and thiazolidine
✍ Honghai Zhang; Qilong Shen; Long Lu 📂 Article 📅 2011 🏛 Elsevier Science 🌐 French ⚖ 611 KB

Optically pure trifluoromethylated imidazolidine, oxazolidine, and thiazolidine derivatives were synthesized through double Michael addition of chiral amino amides, amino acids, or amino alcohols to an easily available trifluoromethyl building block methyl (Z)-2-bromo-4,4,4-trifluoro-2-butenoate. Th