Science - USA (2019-08-30)

Beddoeet al.,Science 365 , 910–914 (2019) 30 August 2019 3of5

Fig. 2. Substrate scope of the catalytic Mitsunobu inversion reaction.
Reactions carried out in either toluene or xylenes (1- to 2-mmol scale with
respect to the alcohol unless otherwise stated); all yields are isolated yields.
*Isomerization of alkene accounts for ~10% of the yield.†Reaction performed

withreclaimedacidandcatalyst.‡5 mol % of catalyst used. §40 mol % catalyst

used. ¶Portion-wise addition of the acid. #20 mol % of catalyst used. **25 mol %

of catalyst used.††2 equivalents of alcohol used. DMAP, 4-dimethylaminopyridine;

d.e., diastereoisomeric excess; d.r., diastereoisomeric ratio; m.p., melting point.

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