195969-54-1Relevant articles and documents
Copper-Catalyzed Formation of α-Alkoxycycloalkenones from N-Tosylhydrazones
Su, Naijing,Theorell, Juliana A.,Wink, Donald J.,Driver, Tom G.
, p. 12942 - 12946 (2015/11/02)
The combination of 20 mol % of copper iodide and lithium tert-butoxide triggers the formation of a broad range of substituted, functionalized α-alkoxy 2H-naphthalenones from readily available N-tosylhydrazones. The data suggests that this transformation occurs through cycloaddition of a copper carbenoid with an ester, followed by a Lewis acid-catalyzed [1,2] alkyl shift of the in situ generated alkoxyepoxide intermediate. The combination of 20 mol % of copper iodide and lithium tert-butoxide triggers the formation of a broad range of substituted, functionalized α-alkoxy 2H-naphthalenones from readily available N-tosylhydrazones. The reaction proceeds by the cycloaddition of a copper carbenoid with an ester, and a subsequent Lewis acid-catalyzed [1,2] alkyl shift of the in situ generated alkoxyepoxide intermediate.
Benzannulated cyclooctanol derivatives by samarium diiodide induced intramolecular carbonyl-alkene coupling - Scope, limitations, stereoselectivity
Reissig, Hans-Ulrich,Khan, Faiz Ahmed,Czerwonka, Regina,Dinesh, Chimmanamada U.,Shaikh, Aarif L.,Zimmer, Reinhold
, p. 4419 - 4428 (2007/10/03)
A series of γ-oxo esters 27-34 was prepared from methyl 2-silyloxycyclopropanecarboxylates 1-9 as key building blocks in a flexible modular synthesis. Their samarium diiodide promoted cyclization to benzannulated cyclooctanol derivatives was systematicall
A Novel Sm(II)-Induced Route to Highly Substituted Benzannulated Cyclooctanol Derivatives
Khan, Faiz Ahmed,Czerwonka, Regina,Zimmer, Reinhold,Reissig, Hans-Ulrich
, p. 995 - 997 (2007/10/03)
Siloxycyclopropane derivatives 3 with a suitable styrene side chain can effectively be ring opened to precursors 2 which undergo reductive ring closure with SmI2 to furnish benzannulated cyclooctanols 1 or lactones 7 derived thereof. Tricyclic
