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. Author manuscript; available in PMC: 2012 Mar 21.
Published in final edited form as: Chemistry. 2011 Mar 1;17(13):3630–3643. doi: 10.1002/chem.201003454

Table 5.

Attempted 1,6-conjugate addition on model compound.[a]

graphic file with name nihms264460u6.jpg
Entry Conditions Results
1 AcNHOAc, Cs2CO3, LA[b], CH3CN, rt-80 °C NR[c]
2 nBuLi, AcNHOAc, THF, −40 °C-rt, NR
3 (AcNOAc)2CuLi-LiCN, THF, -78-0 °C NR
4 AcNHOAc, NaH, DMF, rt-90 °C NR
5 BocNHOP(O)(OEt)2, NaH, DMF, rt −70 °C NR
[a]

Pg = protecting group.

[b]

LA= Pd(CH3CN)2Cl2, Sc(OTf)3, Yb(OTf)3, In(OTf)3, or Cu(OTf)3.

[c]

NR = no reaction.