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. Author manuscript; available in PMC: 2013 Jan 25.
Published in final edited form as: J Am Chem Soc. 2012 Jan 3;134(3):1490–1493. doi: 10.1021/ja211269w

Table 4.

NHC–Cu-Catalyzed Allenyl Additions to Trisubstituted Allylic Phosphatesa

graphic file with name nihms-347402-t0011.jpg

entry G temp (°C);
time (h)		 conv (%);b
yield (%)c 		SN2′:SN2b erd
1 Ph; 15a −30; 48 89; 74 >98:2 93.5:6.5
2 o-BrC6H4, 15b 22; 24 >98; 79 91:9 98:2
3 o-MeOC6H4, 15c 22; 24 >98; 83 >98:2 95.5:4.5
4 m-BrC6H4, 15d −30; 48 82; 72 >98:2 90.5:9.5
5 p-ClC6H4, 15e −30; 48 85; 77 >98:2 91:9
6 Cy, 15f −30; 48 >98; 72 >98:2 94:6
a–d

See Table 3.