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. Author manuscript; available in PMC: 2011 Oct 20.
Published in final edited form as: Tetrahedron Lett. 2010 Oct 20;51(42):5609–5612. doi: 10.1016/j.tetlet.2010.08.064

Table 1.

Scope of indium-mediated allylation of aldehydes and ketones with 3.a

graphic file with name nihms231777u1.jpg
entry R1 R2 5 % yield 5
1 graphic file with name nihms231777t1.jpg H a 87
2 graphic file with name nihms231777t2.jpg H b 91
3 graphic file with name nihms231777t3.jpg H c 68
4 graphic file with name nihms231777t4.jpg H d 61
5 graphic file with name nihms231777t5.jpg H e 65
6 graphic file with name nihms231777t6.jpg H f 78b
7 CH3 CH3 g 92
8 CH3 graphic file with name nihms231777t7.jpg h 89
a

Reaction Conditions: 3 (2 equiv) aldehyde or ketone (1 equiv), TBAI (1 equiv) and indium metal (1.5 equiv) combined in DMF (2M) and stirred at room temperature for 4–6 h.

b

Anti:syn diastereomer ratio=5:1