Table 2. Epoxide Substrate Scope for Catalytic Desymmetrization Reaction with Thiophenol.
a
Reaction conditions: 1.0 equiv of epoxide and 1.2 equiv of thiol were used. Isolated yields.
b
Enantioselectivity was determined using chiral HPLC analysis, and the absolute configuration of the products was confirmed by comparing optical rotations of compounds 3a and 3h with the reported literature values, and the configuration of the other compounds was analogously assigned.15l
c
20 mol % catalyst was used.
d
10 mol % catalyst was used.
e
Reaction stirred for 96 h at rt.
f
2.2 equiv of thiol was used.
g
Reaction conditions: Zn(P3)2 (10 mol %), toluene, 48 h, rt.