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. Author manuscript; available in PMC: 2015 Jun 26.
Published in final edited form as: Org Lett. 2011 Mar 11;13(8):2071–2073. doi: 10.1021/ol200441g

Table 2.

Substrate Scope of the Mn(OAc)3/Catalytic DDQ Oxidation.

entry substrate product time (h) yielda
1 graphic file with name nihms701392t2.jpg graphic file with name nihms701392t3.jpg 3 79%
2 graphic file with name nihms701392t4.jpg graphic file with name nihms701392t5.jpg 12 7%
3b graphic file with name nihms701392t6.jpg graphic file with name nihms701392t7.jpg 1 91%
4 graphic file with name nihms701392t8.jpg graphic file with name nihms701392t9.jpg 4 78%
5 graphic file with name nihms701392t10.jpg graphic file with name nihms701392t11.jpg 6 82%
6 graphic file with name nihms701392t12.jpg graphic file with name nihms701392t13.jpg 12 0%
7 graphic file with name nihms701392t14.jpg graphic file with name nihms701392t15.jpg 12 0%
8 graphic file with name nihms701392t16.jpg graphic file with name nihms701392t17.jpg 12 0%
9 graphic file with name nihms701392t18.jpg graphic file with name nihms701392t19.jpg 12 0%
10 graphic file with name nihms701392t20.jpg graphic file with name nihms701392t21.jpg 2 >95%c
11 graphic file with name nihms701392t22.jpg graphic file with name nihms701392t23.jpg 2 90%c
12 graphic file with name nihms701392t24.jpg graphic file with name nihms701392t25.jpg 1 >95%c
13 graphic file with name nihms701392t26.jpg graphic file with name nihms701392t27.jpg 2 83%

Footnotes:

a)

Yields refer to isolated, purified products.

b)

2 equivalents of Mn(OAc)3 were used.

c)

Calculated by 1H NMR using 1,3,5-trimethoxybenzene as an internal standard.