Metalation-Alkylation of O-Trimethylsilyl Formyltrimethylsilane Cyanohydrin in the Synthesis of Oxazoles
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Cunico, Robert F.,Kaun, Chia P.
p. 6999 - 7000
(2007/10/02)
On The Metalation-Silylation of O-Trimethylsilyl Aldehyde Cyanohydrins
The metalation-trimethylsilylation of O-trimethylsilyl (saturated) aldehyde cyanohydrins was achieved by in situ treatment with LDA and trimethylchlorosilane at -78 deg C.C-Silyl products (O-trimethylsilyl acylsilane cyanohydrins) generally predominated, but N-silyl derivatives (ketenimines) were found in some instances.LDA could be added across the C=N bond of the latter.The metalation-trimethylsilylation o O-trimethylsilyl benzaldehyde cyanohydrin could only be effected if 2 equiv of trimethylchlorosilane were employed per equivalent of cyanohydrin anion.
Cunico, Robert F.,Kuan, Chia P.
p. 1202 - 1205
(2007/10/02)
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