172332-31-9Relevant articles and documents
Towards a tandem-radical macrocyclization-transannular cyclization approach to steroids: Transannular cyclizations of a macrocyclic core
Jahn, Ullrich,Curran, Dennis P.
, p. 8921 - 8924 (2007/10/02)
The triple transannular radical cyclization of 1-cyano-5-methyl-1-phenylseleno-8-hydroxy-4,9,13-cycloheptadecatriene (1a) provided a product 2 possessing the steroid ring skeleton of unassigned configuration in 4% isolated yield. A high yielding transannular cyclization of the related diene lacking the Δ4,5-double bond identifies the second cyclization as the Achilles heel of the triene cyclization.