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. 2011 Jul 26;7:1021–1029. doi: 10.3762/bjoc.7.116

Table 2.

Cycloisomerization reaction of nitrogen- and oxygen-linked 1,6-enynes.

graphic file with name Beilstein_J_Org_Chem-07-1021-i002.jpg

Entry Enyne t [h] Yield [%]a Product ee [%]b

1c graphic file with name Beilstein_J_Org_Chem-07-1021-i003.jpg 1c 17 8 graphic file with name Beilstein_J_Org_Chem-07-1021-i004.jpg 3c 77
2c,d graphic file with name Beilstein_J_Org_Chem-07-1021-i005.jpg 1c 17 8 graphic file with name Beilstein_J_Org_Chem-07-1021-i006.jpg 3c 89
3c graphic file with name Beilstein_J_Org_Chem-07-1021-i007.jpg 1d 24 7 graphic file with name Beilstein_J_Org_Chem-07-1021-i008.jpg 3d 35
4c graphic file with name Beilstein_J_Org_Chem-07-1021-i009.jpg 1e 16 61 graphic file with name Beilstein_J_Org_Chem-07-1021-i010.jpg 3e 13
5c graphic file with name Beilstein_J_Org_Chem-07-1021-i011.jpg 1b 16 23 graphic file with name Beilstein_J_Org_Chem-07-1021-i012.jpg 3b 22
6 graphic file with name Beilstein_J_Org_Chem-07-1021-i013.jpg 2b 3.5 54 graphic file with name Beilstein_J_Org_Chem-07-1021-i014.jpg 4b 93 (+)
7 graphic file with name Beilstein_J_Org_Chem-07-1021-i015.jpg 2c 15 25 graphic file with name Beilstein_J_Org_Chem-07-1021-i016.jpg 4c 94 (−)
8d graphic file with name Beilstein_J_Org_Chem-07-1021-i017.jpg 2c 15 64 graphic file with name Beilstein_J_Org_Chem-07-1021-i018.jpg 4c 94 (−)
9 graphic file with name Beilstein_J_Org_Chem-07-1021-i019.jpg 2d 15 32 graphic file with name Beilstein_J_Org_Chem-07-1021-i020.jpg 4d 96 (−)
10d graphic file with name Beilstein_J_Org_Chem-07-1021-i021.jpg 2d 15 63 graphic file with name Beilstein_J_Org_Chem-07-1021-i022.jpg 4d 98 (−)
11 graphic file with name Beilstein_J_Org_Chem-07-1021-i023.jpg 2e 30 59 graphic file with name Beilstein_J_Org_Chem-07-1021-i024.jpg 4e 95 (−)
12 graphic file with name Beilstein_J_Org_Chem-07-1021-i025.jpg 2f 1 37 graphic file with name Beilstein_J_Org_Chem-07-1021-i026.jpg 4f 95 (−)

aIsolated yield, bdetermined by HPLC, c60 °C, dAgNTf2.