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. Author manuscript; available in PMC: 2012 Aug 10.
Published in final edited form as: J Am Chem Soc. 2011 Jul 18;133(31):11940–11943. doi: 10.1021/ja2051155

Table 1.

Substrate Scope between vinyl ethers and vinyldiazoacetates

graphic file with name nihms312518u1.jpg
entry ethers R3 producta yield (%) ee (%)
1 graphic file with name nihms312518t1.jpg 2 Ph 8 graphic file with name nihms312518t2.jpg 13 78 99
2 2-Naph 9 14 88 99
3 p-OMePh 10 15 77 98
4 Et 11 16 87 98
5 Me 12 17 67 93
6 graphic file with name nihms312518t3.jpg 4 Ph 8 graphic file with name nihms312518t4.jpg 18 88 99
7 graphic file with name nihms312518t5.jpg 5 Ph 8 graphic file with name nihms312518t6.jpg 19 75 98
8 graphic file with name nihms312518t7.jpg 6 Ph 8 graphic file with name nihms312518t8.jpg 20 89 99
9 graphic file with name nihms312518t9.jpg 7 Ph 8 graphic file with name nihms312518t10.jpg 21 74 99
a

The diastereoselective ratio is greater than 30:1 in all reactions