Science - USA (2022-06-10)

(Maropa) #1

de Jesús Cruzet al., Science 376 , 1224–1230 (2022) 10 June 2022 3of7


Fig. 2. Substrate scope of the crystallization-enabled stereoconvergent
conjugate addition.Reaction conditions were as follows: cat.A (5.0 mol %),
alkylidene (0.200 mmol, 1.0 equiv, 0.5 M), MeNO 2 (0.600 mmol, 3.0
equiv), MTBE (0.400 ml), 0°C, 16 hours. Yields refer to isolated yields.
The dr values were determined by^1 HNMRspectroscopicanalysisofthe
solid obtained by filtration of the crude reaction mixture. The er values of
the solids after filtration were determined by high-performance liquid


chromatographic analysis using a chiral stationary phase. *Reaction
performed at 23°C.†Reaction performed in 2-Me-THF as solvent.
‡Reaction performed with 5 equiv MeNO 2. §Reaction performed using
MTBE:DCM (5:1) as a solvent to help solubilize alkylidene starting
material. ¶Reaction performed with 15 equiv of MeNO 2 to help solubilize
alkylidene starting material. #Reaction performed in Et 2 Oassolvent.
**Crystallization occurred after 96 hours.

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