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;
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
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 (