Highly Enantioselective Synthesis of a 2,3-Dihydroindole Mediated by N-Methylephedrine

Highly Enantioselective Synthesis of a 2,3-Dihydroindole Mediated by N-Methylephedrine

Cyclization of the prochiral starting material 1 to the almost enantiomerically pure product 2, R = n‐Pr, proceeded in the presence of the chiral catalyst formed from n‐BuLi and N‐methylephedrine 3. (+)‐3 leads to (−)‐2 and (−)‐3 to (+)‐2 (>95%ee). However, this result was not achieved with other...

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Veröffentlicht in:Angewandte Chemie International Edition 1984-02, Vol.23 (2), p.165-166
Hauptverfasser: Vijn, Robert Jan, Speckamp, W. Nico, de Jong, Bart S., Hiemstra, Henk
Format: Artikel
Sprache:eng
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Zusammenfassung:Cyclization of the prochiral starting material 1 to the almost enantiomerically pure product 2, R = n‐Pr, proceeded in the presence of the chiral catalyst formed from n‐BuLi and N‐methylephedrine 3. (+)‐3 leads to (−)‐2 and (−)‐3 to (+)‐2 (>95%ee). However, this result was not achieved with other substituents R in 1.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.198401651