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. Author manuscript; available in PMC: 2013 Jun 19.
Published in final edited form as: Acc Chem Res. 2011 Dec 8;45(6):814–825. doi: 10.1021/ar200190g

Table 1.

Enantioselective annulation of aryl imines

graphic file with name nihms343031u2.jpg
Entry Substrate Product L* T (°C) % Yield % ee
1 graphic file with name nihms343031t1.jpg graphic file with name nihms343031t2.jpg 17b 50 94 95
2 graphic file with name nihms343031t3.jpg graphic file with name nihms343031t4.jpg 17c 75 98 90
3 graphic file with name nihms343031t5.jpg graphic file with name nihms343031t6.jpg 17c 125 99 68
4 graphic file with name nihms343031t7.jpg graphic file with name nihms343031t8.jpg 17c 50 99 95
5 graphic file with name nihms343031t9.jpg graphic file with name nihms343031t10.jpg 18a 75 93 87
6 graphic file with name nihms343031t11.jpg graphic file with name nihms343031t12.jpg 18a 75 69 90
7 graphic file with name nihms343031t13.jpg graphic file with name nihms343031t14.jpg 18b 50 80 93
8 graphic file with name nihms343031t15.jpg graphic file with name nihms343031t16.jpg 18b 75 50 90
a

Yield of N-benzylimine product determined by 1H NMR using 2,6-dimethoxytoluene as an internal standard.

b

Ee’s determined after hydrolysis of products with silica gel or HCl/H2O-dioxane using chiral HPLC.