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2005
Rings with 7 or more members
Q 0050
Diastereoselective Synthesis of Cycloheptadienol Derivatives by a Formal [5 + 2]
Reaction of α,β,γ,δ-Diunsaturated (Methoxy)carbene Complex06- 076 Carbocyclization
es with Methyl Ketone Lithium Enolates. — A new strategy for the diastereoselective synthesis of seven-membered carbocyclic rings is reported. It proceeds via
1,2 addition of lithium enolates generated from methyl ketones to dienylmethoxycarbene complexes under mild conditions. The transformation is the first example of a formal [5+2] carbocyclization reaction applied to Fischer-type carbene complexes. —
(BARLUENGA*, J.; ALONSO, J.; FANANAS, F. J.; BORGE, J.;
GARCIA-GRANDA, S.; Angew. Chem., Int. Ed. 43 (2004) 41, 5510-5513; Inst.
Quim. Organomet. "Enrique Moles", Univ. Oviedo, E-33071 Oviedo, Spain; Eng.) —
S. Adam
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