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. Author manuscript; available in PMC: 2011 Jun 26.
Published in final edited form as: Tetrahedron. 2010 Jun 26;66(26):4745–4759. doi: 10.1016/j.tet.2010.03.093

Table 5.

Survey of Asymmetric Allylation Reactions.

graphic file with name nihms193524t5.jpg

entry graphic file with name nihms193524t6.jpg conditions yield,
%a
erb
1 graphic file with name nihms193524t7.jpg (S)-BINOL (24 mol %)
Ti(Oi-Pr)4 (20 mol %)
−78 to −20 °C
30 99:1
2 graphic file with name nihms193524t8.jpg (+)-Ipc2B-Cl (1 equiv)
−78 °C
70 90:10
3 graphic file with name nihms193524t9.jpg (+)- Ipc2B-OMe (1 equiv)
−78 °C
73 96:4
4 graphic file with name nihms193524t10.jpg (+)- Ipc2B-OMe (1 equiv)
−100 °C
71 96:4
5 graphic file with name nihms193524t11.jpg (R,R)-65 (10 mol %)
i-Pr2NEt / CH2Cl2
−78 °C
76 95:5
a

Yield corresponds to isolated product.

b

The enantiomeric ratio was determined by CSP-SFC.