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. Author manuscript; available in PMC: 2016 Jun 3.
Published in final edited form as: Tetrahedron Lett. 2015 Jan 27;56(23):3273–3276. doi: 10.1016/j.tetlet.2015.01.120

Table 3.

Scope of the reaction of various allenes 1 with the sulfonamide 2a.a

graphic file with name nihms658835u3.jpg
Entry R1 R2 Time (h) 3 Yield (%)b E/Zc
1 Me Et 12 3a 95 93:7
2 Et Et 24 3s 81 94:6
3 n-Pr Et 48 3t 77 94:6
4 n-Hex Et 72 3u 43 >99:1
5 Ph Et 72
6 t-Bu Et 72
7 2-(4,4-dimethyl)pentyl Et 72 trace N.D.
8 cyclopentyl Et 72 trace N.D.
9 Me Me 10 3v 93 93:7
10 Me PhCH2 8 3w 91 96:4
11 Me t-Bu 14 3x 96 96:4
a

Reactions of 1 (0.3 mmol) and 2a (0.2 mmol) were performed in Et2O (2 mL) at room temperature.

b

Isolated yield based on 2.

c

Determined using 1H NMR spectroscopy.