Chiral nitrogen-stabilized Fischer carbene complexes: an efficient tool in the stereocontrolled elaboration of additional stereogenic centers

1999 ◽  
Vol 71 (8) ◽  
pp. 1453-1461 ◽  
Author(s):  
Stefano Maiorana ◽  
Emanuela Licandro ◽  
Laura Capella ◽  
D. Perdicchia ◽  
A. Papagni
Keyword(s):  
Fischer Carbene Complexes ◽  
Efficient Tool ◽  
Carbene Complexes ◽  
Fischer Carbene ◽  
Stereogenic Centers

Fischer carbene complexes. A new tool for heterocyclic synthesis

2002 ◽  
Vol 74 (8) ◽  
pp. 1317-1325 ◽  
Author(s):  
José Barluenga
Keyword(s):  
Michael Addition ◽  
Heterocyclic Compounds ◽  
Short Review ◽  
Enantioselective Synthesis ◽  
Heterocyclic Synthesis ◽  
Fischer Carbene Complexes ◽  
Carbene Complexes ◽  
Fischer Carbene ◽  
Stereogenic Centers ◽  
Sequential Processes

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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