Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Efficient access to chiral dihydrobenzoxazinones via Rh-catalyzed hydrogenation.Application of 36620-11-8.
Rh/(S)-DTBM-SegPhos-catalyzed asym. hydrogenation of prochiral (Z)-2-(2-oxo-2H-benzo[b][1,4]oxazin-3(4H)-ylidene)acetate esters I (R = 6-F, 5-CH3, 7-Cl, etc.; R1 = CH3, C2H5) was successfully developed. A series of chiral dihydrobenzoxazinones (R)-II was prepared through efficient methodol. with good to excellent results (up to >99% conversion, 93% yield and >99% ee), which are important motifs in the biol. active mols.
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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider