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. Author manuscript; available in PMC: 2016 Aug 1.
Published in final edited form as: Chem Sci. 2015 Jun 12;6(8):4479–4483. doi: 10.1039/c5sc01553g

Table 1.

Divergent Pathways for Desymmetrization of 1a Based on Ligand-Choice

graphic file with name nihms697860u2.jpg
Entry Ligand Major Product, yieldc Minor Product(s), yieldd
1 graphic file with name nihms697860t1.jpg graphic file with name nihms697860t2.jpg 3a
19%, 33% ee
2 graphic file with name nihms697860t3.jpg graphic file with name nihms697860t4.jpg graphic file with name nihms697860t5.jpg
3b graphic file with name nihms697860t6.jpg graphic file with name nihms697860t7.jpg 3a and 4a
not observed
a

Reaction conditions: [(coe)2RhCl]2 5 mol%, ligand 10 mol%, AgBF4 10 mol%, DCE (0.2 M), 40 °C, 36 h,

b

[(coe)2RhCl]2 2.5 mol%, ligand 5 mol%, AgBF4 5 mol%, 40 °C, 4 h,

c

Isolated yield,

d

Determined by GC-FID.

e

>20:1 dr, determined by 1H NMR.

f

one equivalent of 1a was used as a CO donor. DTBM: 3,5-di(tert-butyl)-4-methoxyphenyl