| Autor: |
Mingliang Lou, Xiaolei Liu, Shoule Han, Songlin Bai, Xiangbing Qi |
| Předmět: |
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| Zdroj: |
Chemical Communications; 4/11/2024, Vol. 60 Issue 28, p3842-3845, 4p |
| Abstrakt: |
The tetracyclic rings with chiral quaternary center represent a formidable synthetic challenge for Erythrina alkaloids. We present a 6-step synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone with a 16% overall yield. Our synthesis highlights a cascade reaction initiated by Tf2O-induced activation of an enaminone substrate, yielding an iminium species and an enol triflate, followed by a Pictet-Spengler reaction. This method efficiently constructs the tetracyclic core skeleton, featuring an N-substituted quaternary center. It exhibits versatility across diverse (hetero)arenes and enaminone structures, providing a general strategy for the rapid synthesis of fused or spiro ring systems including the core structure of homoerythrina alkaloids. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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