✦ LIBER ✦

Carboxyl-modified amino acids and peptides: II) A convenient route for the synthesis of difunctionalized enamines from thioamides via thioiminium salts

✍ Scribed by Gilles Sauvé; Nicolas Le Berre; Boulos Zacharie

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 218 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)86042-6

No coin nor oath required. For personal study only.

✦ Synopsis

From thioamides 4. via thioiminium salts 5, various difunctionalized enamines 6 with different electron-withdrawing groups E, E' (E: CN, CO,Me, COR, SO,R, etc; El: CN, CO,Me) are prepared. Application of the methodology, the determination of stereochemistry and the degree of racemization of some amino acids are discussed.

📜 SIMILAR VOLUMES

Carboxyl-modified amino acids and peptid

Carboxyl-modified amino acids and peptides: I) An efficient method for the synthesis of monofunctionalized enamines and monofunctionalized methyl ketone derivatives from thioamides via episulfides and thioiminium salts

✍ Gilles Sauvé; Tarek S. Mansour; Paule Lachance; Bernard Belleau 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 253 KB

Thioamides 4 were transformed by two convenient routes to various functionalized enamines 7 containing different electron-withdrawing groups E which on subsequent hydrolysis gave the corresponding methyl ketone derivatives 8. Application of this methodology to obtain modified dipeptides at the carb