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. Author manuscript; available in PMC: 2012 Dec 21.
Published in final edited form as: J Am Chem Soc. 2011 Nov 29;133(50):20552–20560. doi: 10.1021/ja208935u

Table 2.

Scope of Nucleophiles in Allylic Substitution Reactions.a

graphic file with name nihms337552t2.jpg
Entry Product Compound Yield (%)
1 graphic file with name nihms337552t3.jpg 3a 96b
2 graphic file with name nihms337552t4.jpg 3b 89b
3 graphic file with name nihms337552t5.jpg 3c 80b
4 graphic file with name nihms337552t6.jpg 3d 90b
5 graphic file with name nihms337552t7.jpg 3e 77b
6 graphic file with name nihms337552t8.jpg 3f 80b
7 graphic file with name nihms337552t9.jpg 3g 74b
8 graphic file with name nihms337552t10.jpg 3h 45b,c
9 graphic file with name nihms337552t11.jpg 3i 71b
a

Reactions conducted on a 0.1 mmol scale using 1 equiv of 1 and 2 equiv of 2b at 0.1 M.

b

Isolated yield after chromatographic purification.

c

Reaction time was 1.5 h.