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. Author manuscript; available in PMC: 2011 May 23.
Published in final edited form as: Organic Synth. 2010 Jan 1;87:317.

Table 1.

Enantioselective, Stereoconvergent Negishi Cross-Couplings of Allylic Chlorides (for the reaction conditions, see Eq 1).

entry allylic chloride R–ZnBr ee (%) yield (%)
1 graphic file with name nihms257825t1.jpg graphic file with name nihms257825t2.jpg 90 93
2 graphic file with name nihms257825t3.jpg graphic file with name nihms257825t4.jpg 79 81
3 graphic file with name nihms257825t5.jpg graphic file with name nihms257825t6.jpg 69 57
4 graphic file with name nihms257825t7.jpg graphic file with name nihms257825t8.jpg 98 54
5a graphic file with name nihms257825t9.jpg graphic file with name nihms257825t10.jpg 83 97
6 graphic file with name nihms257825t11.jpg graphic file with name nihms257825t12.jpg 84 95
7 graphic file with name nihms257825t13.jpg graphic file with name nihms257825t14.jpg 81 85
8 graphic file with name nihms257825t15.jpg graphic file with name nihms257825t16.jpg 96 86
9 graphic file with name nihms257825t17.jpg graphic file with name nihms257825t18.jpg 93 91
10 graphic file with name nihms257825t19.jpg n-Hex-ZnBr 90 63
a

Regioselectivity: 1.9:1; ee of the minor regioisomer: 88%.