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. Author manuscript; available in PMC: 2010 Nov 15.
Published in final edited form as: Synthesis (Stuttg). 2009;4:687–690. doi: 10.1055/s-0028-1083284

Table 2.

Substrate Scope

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Entry R1 R2 Cyclopentene Yielda (%) eeb (%)
1 Ph Me 2 80 93
2c Ph Me 2 78 91
3 4-ClC6H4 Me 3 76 94
4 4-MeC6H4 Me 4 60 94
5 3-MeC6H4 Me 5 65 93
6 4-MeOC6H4 Me 6 <5 nd
7 Ph Et 7 73 90
8 Ph allyl 8 70 83
9 graphic file with name nihms248676t2.jpg graphic file with name nihms248676t3.jpg
9 		69 83
10d graphic file with name nihms248676t4.jpg graphic file with name nihms248676t5.jpg
10 		64 82
11d graphic file with name nihms248676t6.jpg graphic file with name nihms248676t7.jpg
11 		65e 93
12d graphic file with name nihms248676t8.jpg graphic file with name nihms248676t9.jpg
12 		51e 96
13d graphic file with name nihms248676t10.jpg graphic file with name nihms248676t11.jpg
13 		36e 15
a

Isolated yields.

b

Determined by HPLC; nd = not determined.

c

Reaction run with 0.50 g of enal 1.

d

20 mol% of D.

e

Diastereomeric ratio 20:1. Relative and absolute stereochemistry determined by NOE and X-ray crystallography. See ref. 10 for details.