Low-Coordinate Germanium(II) Centers Within Distorted Axially Chiral Seven-Membered Chelates: Stereo- and Enantioselective Cycloadditions

Low-Coordinate Germanium(II) Centers Within Distorted Axially Chiral Seven-Membered Chelates: Stereo- and Enantioselective Cycloadditions

Distorted germylene: A distorted seven‐membered N‐heterocyclic germylene, which has a germanium center of relatively high Lewis acidity, reacts with benzaldehyde to give (2+1+1) or (2+2+1) cycloadducts. The type of cycloadduct produced in the reaction is dependent on the ratio of substrates used. It...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-07, Vol.51 (27), p.6738-6741
Hauptverfasser: Arii, Hidekazu, Amari, Taiyo, Kobayashi, Junji, Mochida, Kunio, Kawashima, Takayuki
Format: Artikel
Sprache:eng
Schlagworte:
chirality
cycloaddition
germanium
heterocycles
ylides
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Zusammenfassung:Distorted germylene: A distorted seven‐membered N‐heterocyclic germylene, which has a germanium center of relatively high Lewis acidity, reacts with benzaldehyde to give (2+1+1) or (2+2+1) cycloadducts. The type of cycloadduct produced in the reaction is dependent on the ratio of substrates used. It is considered that the reactions involve stereoselective 1,3‐dipolar cycloadditions of an in situ generated carbonyl germaylide.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201201566