Diastereoselective Cyclopropanation through Michael Addition-Initiated Ring Closure between α,α-Dibromoketones and α,β-Unsaturated Fischer Carbene Complexes

2020 ◽  
Vol 2020 (4) ◽  
pp. 429-436
Author(s):  
Tomáš Tobrman ◽  
Martin Krupička ◽  
Peter Polák ◽  
Hana Dvořáková ◽  
Marek Čubiňák ◽  
...  
2002 ◽  
Vol 74 (8) ◽  
pp. 1317-1325 ◽  
Author(s):  
José Barluenga

This short review covers our contribution in the field of the application of group 6 Fischer carbene complexes toward the synthesis of heterocyclic compounds. Alkenyl and alkynyl carbene complexes are suitable partners in [2+2], [3+2], [4+2], and [4+3] cycloaddition reactions. Moreover, chiral alkenyl carbene complexes react in sequential processes involving an initial Michael addition of a ketone lithium enolate to afford lactones with up to five consecutive stereogenic centers. Based on this strategy, we have devised a new method for the enantioselective synthesis of eight-membered carbocycles.


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