809281-21-8Relevant academic research and scientific papers
Enantioselective synthesis of boron-substituted quaternary carbon stereogenic centers through NHC-catalyzed conjugate additions of (pinacolato)boron units to enones
Radomkit, Suttipol,Hoveyda, Amir H.
, p. 3387 - 3391 (2014/04/03)
The first examples of Lewis base catalyzed enantioselective boryl conjugate additions (BCAs) that generate products containing boron-substituted quaternary carbon stereogenic centers are disclosed. Reactions are performed in the presence of 1.0-5.0 mol %
Enantioselective total synthesis and absolute configuration of the alleged structure of crassinervic acid
Chakor, Jyotsna N.,Merlini, Lucio,Dallavalle, Sabrina
, p. 6300 - 6307 (2011/09/19)
An enantioselective synthesis of the structure reported for the natural antifungal compound, (-)-crassinervic acid (1), has been achieved starting from geraniol and p-hydroxybenzoic acid. The key chirality-inducing step is a Sharpless asymmetric epoxidation of an allylic alcohol, on the basis of which the S configuration can be assigned to the (-) natural enantiomer. The discrepancies between the spectroscopic data for synthetic and natural crassinervic acid cast some doubts on the structure assigned to the natural compound. A possible revised structure is discussed.
