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. Author manuscript; available in PMC: 2011 Mar 17.
Published in final edited form as: J Am Chem Soc. 2007 Jul 31;129(33):10098–10099. doi: 10.1021/ja073987e

Table 2.

Substrate Scope

graphic file with name nihms248700u3.jpg
entry R R1 cyclopentene yield (%) ee (%)a
1 Ph Me 4 80 93
2 4-Cl-Ph Me 5 76 94
3 4-Me-Ph Me 6 60 94
4 3-Me-Ph Me 7 65 93
5 Ph Et 8 73 90
6 Ph allyl 9 70 83
7 graphic file with name nihms248700t2.jpg graphic file with name nihms248700t3.jpg
10 		69 83
8b graphic file with name nihms248700t4.jpg graphic file with name nihms248700t5.jpg
11 		64 82
9b graphic file with name nihms248700t6.jpg graphic file with name nihms248700t7.jpg
12 		65c 93
10b graphic file with name nihms248700t8.jpg graphic file with name nihms248700t9.jpg
13 		51c 96
a

Determined by HPLC Chiracel AD-H.

b

20 mol % of D.

c

Diastereomeric ratio = 20:1. Relative stereochemistry of 12 and 13 determined by NOE and X-ray crystallography, respectively. See Supporting Information for details.