Skip to main content
. Author manuscript; available in PMC: 2015 Sep 29.
Published in final edited form as: J Am Chem Soc. 2015 May 18;137(21):6941–6946. doi: 10.1021/jacs.5b03570

Table 1.

Trans-disubstituted epoxy alcohol cyclizations under [Rh(CO)2Cl]2 and (±)-CSA promotion

graphic file with name nihms721751u1.jpg
entry substrate activator 7/8 yield 7 (%)a
1 6a, n = 0 [Rh(CO)2Cl]2b >20 : 1 94
2 6a, n = 0 (±)-CSAc     1 : 1
3 6b, n = 1 [Rh(CO)2Cl]2d >20 : 1 81
4 6b, n = 1 (±)-CSAe     1 : 3
a

Isolated yield.

b

[Rh(CO)2Cl]2 (2.5 mol %), THF, rt.

c

(±)-CSA (10 mol %), CH2Cl2, rt.

d

[Rh(CO)2Cl]2 (5 mol %), THF, rt.

d

(±)-CSA (100 mol %), CH2Cl2, rt.