Abstract: Since the introduction of 2-methyltetrahydrofuran as an useful alternative to the classical tetrahydrofuran, there has been a continuous interest in the synthetic community operating at academic and industrial towards it. In particular, the much higher stability that basic organometallic reagents display in 2-methyltetrahydrofuran makes it suitable for processes involving such sensitive species including asymmetric transformations. The easy formation of an azeotropic mixture with water, the substantial immiscibility with water, and the fact it derives from natural sources (corncobs or bagasse), allow to consider it in agreement with the Anastas’ Geen Chemistry principles. In this minireview, selected examples of its employment in organometallic transformations ranging from carbanions to radical and transition metal-catalyzed processes are provided. Graphical abstract: [Figure not available: see fulltext.]
Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry / S. Monticelli, L. Castoldi, I. Murgia, R. Senatore, E. Mazzeo, J. Wackerlig, E. Urban, T. Langer, V. Pace. - In: MONATSHEFTE FÜR CHEMIE. - ISSN 0026-9247. - 148:1(2016 Dec 07), pp. 37-48. [10.1007/s00706-016-1879-3]
Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry
L. CastoldiSecondo
;
2016
Abstract
Abstract: Since the introduction of 2-methyltetrahydrofuran as an useful alternative to the classical tetrahydrofuran, there has been a continuous interest in the synthetic community operating at academic and industrial towards it. In particular, the much higher stability that basic organometallic reagents display in 2-methyltetrahydrofuran makes it suitable for processes involving such sensitive species including asymmetric transformations. The easy formation of an azeotropic mixture with water, the substantial immiscibility with water, and the fact it derives from natural sources (corncobs or bagasse), allow to consider it in agreement with the Anastas’ Geen Chemistry principles. In this minireview, selected examples of its employment in organometallic transformations ranging from carbanions to radical and transition metal-catalyzed processes are provided. Graphical abstract: [Figure not available: see fulltext.]File | Dimensione | Formato | |
---|---|---|---|
Monticelli2017_Article_RecentAdvancementsOnTheUseOf2-.pdf
accesso aperto
Tipologia:
Publisher's version/PDF
Dimensione
1.78 MB
Formato
Adobe PDF
|
1.78 MB | Adobe PDF | Visualizza/Apri |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.