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. Author manuscript; available in PMC: 2008 Nov 25.
Published in final edited form as: J Org Chem. 2007 Oct 27;72(24):9372–9375. doi: 10.1021/jo7016313

TABLE 1.

Formation of Allyl Enol Carbonates from Various Substituted Allyl 1H-imidazole-1-carboxylates

graphic file with name nihms63546f1.jpg
Entry OR Yield of 1a Ketone Product Yield
1 graphic file with name nihms63546t1.jpg 1b
80%
2 4b 88%
2 5 6b 99%
3 graphic file with name nihms63546t2.jpg 1c
91%
2 4c 76%
4 5 6c 76%
5 graphic file with name nihms63546t3.jpg 1d
97%
2 4d 80%
6 5 6d 94%
7 graphic file with name nihms63546t4.jpg 1e
85%
5 6e 89%
8 graphic file with name nihms63546t5.jpg 1f
95%
5 6f 96%
9 graphic file with name nihms63546t6.jpg 1g
97%
5 6g 92%
10 graphic file with name nihms63546t7.jpg 1h
100%
5 6h 76%
a

Isolated yields of 1 from the reaction of 1,1′-carbonyldiimidazole and the corresponding allyl alcohol.