An Efficient Construction of Bicyclic Systems Containing a Seven-Membered Ring by Tandem Ring-Closing Metathesis Reactions of Dienynes.

ChemInform ◽  
2007 ◽  
Vol 38 (19) ◽  
Author(s):  
Francois-Didier Boyer ◽  
Issam Hanna
2019 ◽  
Author(s):  
Tristan Delcaillau ◽  
Alessandro Bismuto ◽  
Zhong Lian ◽  
Bill Morandi

A nickel-catalyzed carbon-sulfur bond metathesis has been developed to access high-value thioethers. 1,2-bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional group tolerant reaction. Further, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis which does not involve alkene bonds. In-depth organometallic studies support a reversible Ni(0)-Ni(II) pathway to product formation. Overall, this work does not only disclose a more sustainable and more functional group tolerant alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information which are highly relevant to the further development and application of unusual single bond metathesis reactions.


2000 ◽  
Vol 78 (6) ◽  
pp. 868-883 ◽  
Author(s):  
Mark Lautens ◽  
Gregory Hughes ◽  
Valentin Zunic

A new class of bicyclic dienes which contain a σ plane of symmetry are efficiently prepared in a diastereoselective fashion using ring closing metathesis reactions. These molecules have potential as starting materials for a wide range of organic targets.Key words: metathesis, catalysis, stereoselective, decalin, desymmetrization.


Synthesis ◽  
2006 ◽  
Vol 2006 (23) ◽  
pp. 4087-4091 ◽  
Author(s):  
Santos Fustero ◽  
Elisabet Esteban ◽  
Juan Sanz-Cervera ◽  
Diego Jiménez ◽  
Fatemeh Mojarrad

2004 ◽  
Vol 82 (2) ◽  
pp. 113-119 ◽  
Author(s):  
William R Barton ◽  
Leo A Paquette

Reaction of N-substituted bromomethanesulfonamides with 2 equiv of potassium carbonate and an α-halo ketone, ester, or nitrile leads directly to 3-substituted β-sultams. The first step is intermolecular and is followed by an intramolecular alkylation. The process is particularly efficient when diethyl bromomalonate and 3-chloro-2-butanone are involved. In the latter example, no competitive cyclization to form a six-membered ring is seen. The functional groups in certain of the β-sultam products can be subsequently manipulated to give bicyclic products.Key words: β-sultams, intramolecular SN2 displacement, sulfonamides, ring closing metathesis, four-membered heterocycles.


2004 ◽  
Vol 2004 (4) ◽  
pp. 800-806 ◽  
Author(s):  
Sofia S. Salim ◽  
Richard K. Bellingham ◽  
Richard C. D. Brown

2010 ◽  
Vol 51 (29) ◽  
pp. 3848-3851 ◽  
Author(s):  
Ya-Xi Yang ◽  
Zheng Li ◽  
Hui-Jin Feng ◽  
Guo-Rong Chen ◽  
Yuan-Chao Li

2003 ◽  
Vol 46 (7) ◽  
pp. 1165-1179 ◽  
Author(s):  
Fredrik Thorstensson ◽  
Ingemar Kvarnström ◽  
Djordje Musil ◽  
Ingemar Nilsson ◽  
Bertil Samuelsson

Synlett ◽  
1998 ◽  
Vol 1998 (10) ◽  
pp. 1108-1110 ◽  
Author(s):  
Kai Gerlach ◽  
Monika Quitschalle ◽  
Markus Kalesse

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