| Autor: |
Sá, Marcus M., Moro, Pedro A. M., Russo, Theo V. C., Port, Vinicius C., Caramori, Giovanni F. |
| Předmět: |
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| Zdroj: |
Synthesis; Dec2024, Vol. 56 Issue 24, p3741-3751, 11p |
| Abstrakt: |
A mild procedure for the diastereoselective preparation of functionalized 1,3-dienes and their synthetic versatility are described herein. The silver-catalyzed decomposition of α-diazo-γ,δ-unsaturated esters through β-hydride migration at room temperature resulted in the stereoselective formation of 12 conjugated (1 E ,3 E)-dienes. Further synthetic post-modifications included intramolecular Heck reaction and hydrogenation, leading to a novel substituted indene and an aliphatic diester, respectively. To rationalize the observed reaction outcome, a computational investigation of the mechanisms was conducted, emphasizing the importance of factors such as metallocarbenoid stability, substituent effects, and microkinetics simulations to better understand the reaction intricacies. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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