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2005
Organo-silicon compounds
S 0060
Efficient Synthesis of Acylsilanes Using Morpholine Amides. — The use of the
amide is a key feature since it minimizes over-addition of the silyl nucleo06- 159 morpholine
phile and provides the highest yields of the amides surveyed. The additions of silyllithium species to aromatic amides are hampered by a non-productive Brook rearrangement. The work-up with aqueous NH4Cl at -78°C is essential since it prevents decomposition. All other silyllithium species tested failed to afford the desired product. —
(CLARK, C. T.; MILGRAM, B. C.; SCHEIDT*, K. A.; Org. Lett. 6 (2004) 22,
3977-3980; Dep. Chem., Northwest. Univ., Evanston, IL 60208, USA; Eng.) —
Steudel
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