365222-75-9Relevant academic research and scientific papers
Enantioselective synthesis of an aziridinomitosane and selective functionalizations of a key intermediate
Papaioannou, Nikolaos,Blank, Jarred T.,Miller, Scott J.
, p. 2728 - 2734 (2007/10/03)
An enantioselective synthesis of mitosane core (-)-1 has been achieved. Key steps include a rapid assembly of a key eight-membered-ring intermediate employing ring-closing metathesis. Kinetic resolution of an advanced secondary alcohol was then accomplished by using a peptide-based asymmetric acyl transfer catalyst that was discovered from a parallel screen of catalyst candidates. Optically pure material was then converted to the mitosane core, which was the subject of additional studies on the selective modification to produce several substituted compounds containing a mitosane ring system.
Enantioselective synthesis of a mitosane core assisted by diversity-based catalyst discovery.
Papaioannou,Evans,Blank,Miller
, p. 2879 - 2882 (2007/10/03)
[reaction: see text]. Synthesis of mitosane 1 in optically pure form is reported. A retrosynthetic plan that proceeds through racemic allylic alcohol 3 was carried out. This intermediate served as a test substrate for a rapid screen of a small library (15
