448235-53-8Relevant academic research and scientific papers
Regio- and Stereoselective Homologation of 1,2-Bis(Boronic Esters): Stereocontrolled Synthesis of 1,3-Diols and Sch 725674
Fawcett, Alexander,Nitsch, Dominik,Ali, Muhammad,Bateman, Joseph M.,Myers, Eddie L.,Aggarwal, Varinder K.
, p. 14663 - 14667 (2016)
1,2-Bis(boronic esters), derived from the enantioselective diboration of terminal alkenes, can be selectively homologated at the primary boronic ester by using enantioenriched primary/secondary lithiated carbamates or benzoates to give 1,3-bis(boronic esters), which can be subsequently oxidized to the corresponding secondary-secondary and secondary-tertiary 1,3-diols with full stereocontrol. The transformation was applied to a concise total synthesis of the 14-membered macrolactone, Sch 725674. The nine-step synthetic route also features a novel desymmetrizing enantioselective diboration of a divinyl carbinol derivative and high-yielding late-stage cross-metathesis and Yamaguchi macrolactonization reactions.
Pentadienylzirconium compounds: Easily accessible new reagents for selective pentadienylation reactions
Bertus, Philippe,Cherouvrier, Franck,Szymoniak, Jan
, p. 1677 - 1680 (2007/10/03)
2,4-Pentadienylzirconium complexes are generated from 2,4- or 2,2′-pentadienyl ethers in turn. These compounds react in situ with aldehydes and ketones in a totally γ-regioselective manner and with predominant anti stereoselectivity to produce bis(homoall
