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An asymmetric total synthesis of sanjoinine G1

✍ Scribed by Taoues Laïb; Jieping Zhu


Book ID
104260670
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
263 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


A convergent total synthesis of sanjoinine G1, a 14-menthe~d cyclopeptide alkaloid was described. Formation of aryl-alkyl ether bond with concomitant construction of macrocycle by way of an intramolecolar SNAr reaction was the key step in this synthesis.Only two conventional peptide couldin 8 steps were required for the preparation of the cyclization precursor.


📜 SIMILAR VOLUMES


ChemInform Abstract: An Asymmetric Total
✍ Taoues Laib; Jieping Zhu 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 28 KB 👁 2 views

An Asymmetric Total Synthesis of Sanjoinine G1. -Key step in the strategy developed is the cyclization of the linear tripeptide (V) to afford the 14-membered ansa cyclophane (VI). -(LAIB, TAOUES; ZHU, JIEPING;

ChemInform Abstract: Total Synthesis of
✍ S. P. EAST; F. SHAO; L. WILLIAMS; M. M. JOULLIE 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

Total Synthesis of the Cyclopeptide Alkaloid Sanjoinine G1 and Its C-11 Epimer. -An efficient new synthesis (18 steps, 6.6% overall yield) of sanjoinine G1 (VIII) is reported. The key steps in this synthesis are the formation of the alkyl-aryl ether linkage via an S N Ar reaction of amino alcohol (