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. Author manuscript; available in PMC: 2012 Dec 21.
Published in final edited form as: J Am Chem Soc. 2011 Nov 30;133(50):20611–20622. doi: 10.1021/ja209244m

Table 8.

Reaction Optimization Employing ortho-Substituted Aryl Rings

graphic file with name nihms338081u8.jpg
Entrya 12 ligand Solv. % yieldb d.r.c % eed
1 12l L1 THF 40 1:1.2 --
2 12l L1 CH2Cl2 42 2:1 --
3 12l L1 DMF 75 11:1 90
4 12l L1 MeCN >99 (93) 13:1 95
5 12m L1 THF 19 1:2 11
6 12m L1 MeCN 95 (84) 10:1 95
7 12m L2 MeCN 10 2.4:1 --
8 12m L3 MeCN 84 2.5:1 65
9 12m L4 MeCN 46 1.7:1 −35
a

Reactions were performed on a 0.2 mmol scale (0.1 M) relative to 12. The absolute stereochemistry of 13l and 13m was not determined

b

Determined by 1H NMR; number in parantheses refers to isolated yield.

c

Determined by 1H NMR analysis of the unpurified reaction mixture.

d

Determined by chiral HPLC analysis.