Mas-Rosellóet al.,Science 368 , 1098–1102 (2020) 5 June 2020 4of5
Fig. 3. Substrate
scope of the oxime
hydrogenation.
Isolated yields; e.r.
determined by chiral
HPLC. (A) Hydrogena-
tion of pureE-oximes.
(B) Hydrogenation
ofE/Zoxime mixtures.
(C) Natural product hy-
droxylamine derivatives.
*IniPrOH. †2mol%
Ir4. ‡5.0 equiv of TFA
instead of MsOH.
§Recrystallized as its
p-nitrobenzenesulfonate.
¶In MeOH. #In EtOH.
**Ex situ generation
of D 2 using COware.
††3mol%Ir4, 1.0 equiv
MsOH,iPrOH, 23°C,
2hours. ‡‡94:6 e.r.
at 1 mol %Ir4.
§§20 bar H 2 , 5 hours.
¶¶From (bS)-1rl:(aS,bS)-
2rl99%, 77:23 d.r.
##1 mol %Ir1.
RESEARCH | REPORT