183194-89-0Relevant articles and documents
Use of carbonallation of allenes in the synthsis of polycyclic compound. A rapid access to steroid skeletons
Gauthier, Veronique,Gazes, Bernard,Gore, Jacques
, p. 563 - 579 (2007/10/03)
The carbonallation of allenes in the presence of a 1,3-cycloalkanedione enolete leads, in certain cases with good yields, to 2-substituted 1,3-cycloalkanediones with an unsaturated chain with a 1,3-butadienyl moiety (compounds 1). Under acidic conditions, these compounds can be readily cyclized with the formation of a cyclohexane ring if the substituents of the butadienyl framework exert sufficient stabilization on the electrodeficient carbon of the transition state. This methodology leads in a two-step sequence to steroids with an aromatic A-ring. Elsevier,.