Skip to main content
. Author manuscript; available in PMC: 2015 Jul 7.
Published in final edited form as: Chem Soc Rev. 2014 Apr 16;43(13):4368–4380. doi: 10.1039/c3cs60482a

Table 6.

Ketone–diene coupling for 1,5-diol synthesis.a

graphic file with name nihms587182u5.jpg
Entry Ketone Product Yield d.r.
1 graphic file with name nihms587182t62.jpg
162 		graphic file with name nihms587182t63.jpg
163 		69 7:1
2 graphic file with name nihms587182t64.jpg
164 		graphic file with name nihms587182t65.jpg
165 		56 N/A
3 graphic file with name nihms587182t66.jpg
166 		graphic file with name nihms587182t67.jpg
167 		52 N/A
4 graphic file with name nihms587182t68.jpg
168 		graphic file with name nihms587182t69.jpg
169 		53 >20:1
a

Reaction conditions: 10 mol % Ni(cod)2, 15 mol % P(t-Bu)3, 2.0 equiv. diene, 2.0 equiv. B2(pin)2 (74), 0.2 M THF, rt, 48 h. Then, oxidative workup with H2O2 and NaOH.