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. Author manuscript; available in PMC: 2010 Nov 4.
Published in final edited form as: J Am Chem Soc. 2009 Nov 4;131(43):15717–15728. doi: 10.1021/ja905065j

Table 6.

Alkyl alkynes with 1,1-disubstituted alkenyl isocyanates.a

graphic file with name nihms152020t49.jpg
entry R 8:9b yield (%)c ee (%) 8d ee (%) 9d
1 n-hex, 1q 6.5:1 88 91 56
2 (CH2)4CO2Me, 1r 8:1 83 93 49
3 (CH2)2Ph, 1b 9.5:1 71 95 -
4 Bn, 1s 13:1 71 9-
5 (CH2)2OTBS, 1t 11.5:1 77 93 -
6 (CH2)3OTBS, 1ad 9:1 70 95 64
7 (CH2)4Cl, 1x 8:1 60 91 -
8 (CH2)3CCTMS, 1ae 6:1 45 93 85
a

See Table 4.

b–d

See Table 1.