2941-36-8Relevant academic research and scientific papers
Alternative route to the diisocyanate building block 1,4-Diisocyanato-4- Methylpentane (DIMP)
Davis, Matthew C.,Baldwin, Lawrence C.
, p. 1437 - 1444 (2010)
The synthesis of 1,4-diisocyanato-4-methylpentane was accomplished starting from isobutyronitrile in six steps with 53% overall yield. The two isocyanates were installed by a double Curtius rearrangement. The product reacts with alcohol in a regioselective manner. Copyright Taylor & Francis Group, LLC.
Catalytic asymmetric synthesis of a tertiary benzylic carbon center via phenol-directed alkene hydrogenation
Caille, Seb,Crockett, Rich,Ranganathan, Krishnakumar,Wang, Xiang,Woo, Jacqueline C. S.,Walker, Shawn D.
body text, p. 5198 - 5206 (2011/08/09)
An expeditious synthetic approach to chiral phenol 1, a key building block in the preparation of a series of drug candidates, is reported. The strategy includes a cost-effective and readily scalable route to cyclopentanone 3 from isobutyronitrile (10). The sterically hindered and enolizable ketone 3 was subsequently employed in a challenging Grignard addition mediated by LaCl 3?2LiCl. A novel preparation of the lanthanide reagent required for this transformation is described. To complete the process, a highly enantioselective hydrogenation step afforded the target (1). The importance of the phenol group to the success of this asymmetric transformation is discussed.
