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2005
Nitriles
Q 0520
05- 079
Highly (Z)-Selective Synthesis of β-Monosubstituted α,β-Unsaturated Cyanides
Using the Peterson Reaction. — A Peterson reagent (I) is developed and its generality
is shown for the preparation of title cyanides from both aromatic and aliphatic aldehydes. In some reactions, where BuLi is used as a base, the addition of TMEDA increases the yield slightly. The use of (tBuO)2PhSiCH 2CN instead of (I) affords the
corresponding products, but in much lower yield. — (KOJIMA*, S.; FUKUZAKI, T.;
YAMAKAWA, A.; MURAI, Y.; Org. Lett. 6 (2004) 22, 3917-3920; Dep. Chem.,
Grad. Sch. Sci., Hiroshima Univ., Higashi-Hiroshima 739, Japan; Eng.) — Steudel
2005
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