One-pot syatksir of R~H(OS~~~~-~-BII~CC~~CH(OH)R~ by auccurive sdditim of two diffmt damphih haa ban ticvcd startinp from terMmtyldimcthylsiilyldidtl~yRithium. Trcammu 0faTHF sduth d the title cmbanbn with @+4&C,jH4Cm) Or n-BnCHO followed by aa addition of HhiPA and bamddd~ydc &ave the amqmdhg 1.3di
Thermal 1,5-rearrangement of a silyl group from oxygen to carbon
β Scribed by Gerard Anderson; Donald W. Cameron; Geoffrey I. Feutrill; Roger W. Read
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 134 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
## Anions generated from trialkylsilyl ethers of methyl ketoximes (1) undergo anionic rearrangement with 1,4 migration of the silyl group. After protonation, the resulting a-trialkylsilyl ketoximes (2), suffer thermal rearrangement with 1,4 migration of the silyl group from carbon to oxygen.
Homolytic 1,5-transfer of the Bu 3 Sn and Ph 3 Ge group from enoxy oxygen and allylic carbon to sulfonyl nitrogen were studied. We found that 1,5-Bu 3 Sn transfers from enoxy oxygen or allyl carbon to sulfonyl nitrogen occurred cleanly, whereas a reaction of a keto-aziridine with Ph 3 GeD under the
Intramolecular l,%ydrogen shifts from carbon atoms to oxygen radical-centers are well known'), the Barton-reaction') being one of the examples. We wish to report the observation of an unusual intramolecular 1,5+ydrogen shift in the reverse direction, i.e. from oxygen to a carbon radical-center. The