Aza-Wittig rearrangements and cyclizations by transmetallation of N-benzylaminomethylstannanes
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 1275-1276
- https://doi.org/10.1039/p19930001275
Abstract
Transmetallation of N-allyl-N-benzylaminomethylstannanes with butyllithium or methyllithium allows carbon–carbon bond formation by a [1, 2]-rearrangement. Substantial amounts of the protodestannylated product are also produced. Transmetallation of the corresponding α-methyl substituted allylic amine or homoallylic amine gives an overall rearrangement by cyclization onto the olefin followed by recapture of the new carbanion by tetramethyltin.Keywords
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