69496-58-8Relevant academic research and scientific papers
Synthetic and Structural Studies of the Lolium Alkaloids
Wilson, Stephen R.,Sawicki, Robert A.,Huffman, J. C.
, p. 3887 - 3891 (2007/10/02)
Application of transannular cyclizations to the synthesis of bridged pyrrolizidine alkaloids such as loline (1) is described.The general method involves bromination of 3-aza-9-oxabicyclonon-7-ene (5), leading directly to the skeleton (12a) of the lolium alkaloids.Unsuccessful attempts to replace the bromine are described.The X-ray structure of the synthetic compound 12a as well as loline itself (1) and the biogenesis of lolium alkaloids are also discussed.
