220803-00-9Relevant academic research and scientific papers
Total synthesis of (+)-breynolide
Burke, Steven D.,Letourneau, Jeffrey J.,Matulenko, Mark A.
, p. 9 - 12 (2007/10/03)
The total synthesis of (+)-breynolide (2) is described. The primary focus is the synthesis of the advanced aldehyde intermediate 12, which comprises the cis-fused perhydrobenzothiophene ring system. Three stereoselectiye cyclohexene epoxidation/epoxide opening sequences and a glycolate ester Claisen rearrangement, by which all of the necessary oxygen functionality in 12 is introduced before installation of the thioether, are employed.
