Temperature- and Electrophile-Dependent Stereocontrol:  A Structural and Mechanistic Investigation of (−)-Sparteine-Mediated Asymmetric Lithiation−Substitution Sequences of N-Boc-N-(p-Methoxyphenyl)cinnamylamine

The reaction pathways for the highly enantioselective, (−)-sparteine-mediated, lithiation−substitution reactions of N-Boc-N-(p-methoxyphenyl)cinnamylamine ((E)-2) have been investigated. The solution structure of the major allyllithium intermediate has been determined by 6Li and 13C NMR to be a mono...

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Veröffentlicht in:	Journal of the American Chemical Society 1999-10, Vol.121 (41), p.9522-9530
Hauptverfasser:	Weisenburger, Gerald A, Faibish, Neil C, Pippel, Daniel J, Beak, Peter
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
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