Aza-Wittig rearrangement of N,N-dipropargylic α-amino alkyllithiums: Periselectivity and steric course

Takahiro Tomoyasu, Katsuhiko Tomooka

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

The aza-Wittig rearrangement of enantio-defined N,N-dipropargylic α-amino alkyllithiums, generated by tin-lithium exchange, are shown to afford [1,2]- and/or [2,3]-rearrangement products. Both aza-Wittig rearrangements proceed predominantly with inversion of configuration at the Li-bearing carbon terminus.

Original languageEnglish
Pages (from-to)1925-1928
Number of pages4
JournalSynlett
Issue number11
DOIs
Publication statusPublished - Sept 6 2004
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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