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. Author manuscript; available in PMC: 2016 Jul 1.
Published in final edited form as: Tetrahedron. 2015 Jul 1;71(26-27):4478–4483. doi: 10.1016/j.tet.2015.02.087

Table 2.

Substrate scope.a

Entry Substrate Product Yield [%]b
1 graphic file with name nihms669826t1.jpg graphic file with name nihms669826t2.jpg 80 5a:5a′= 1:1d
2 graphic file with name nihms669826t3.jpg graphic file with name nihms669826t4.jpg 75 5b:5b′= 1:1d
3 graphic file with name nihms669826t5.jpg graphic file with name nihms669826t6.jpg 72
4 graphic file with name nihms669826t7.jpg graphic file with name nihms669826t8.jpg 45
5 graphic file with name nihms669826t9.jpg graphic file with name nihms669826t10.jpg 65
6 graphic file with name nihms669826t11.jpg graphic file with name nihms669826t12.jpg 72 (86)c
7 graphic file with name nihms669826t13.jpg graphic file with name nihms669826t14.jpg 76 (90)
8 graphic file with name nihms669826t15.jpg graphic file with name nihms669826t16.jpg
9 graphic file with name nihms669826t17.jpg graphic file with name nihms669826t18.jpg 45
10 graphic file with name nihms669826t19.jpg graphic file with name nihms669826t20.jpg 84
11 graphic file with name nihms669826t21.jpg 0
12 graphic file with name nihms669826t22.jpg 0
a

Each reaction was ran on a 0.1 mmol scale in a sealed 4 mL vial, using 5 mol% [Rh(CO)2Cl]2 and 12 mol% P(C6F5)3, in 1,4-dioxane (1.5 mL), at 130 °C, for 18 h.

b

Yields of isolated products.

c

The number in parentheses represents the yield based on recovered starting material (brsm).

d

The ratio was determined by 1H NMR.

e

The structure of 5c was confirmed by a series of 2D NMRs, DEPT, and HRMS.

f

5h′ and 5i were isolated as a single olefin-geometric isomer; the exact olefin geometry for each was not determined.