Abstract
A novel cyclic germanium(IV) enamine 3 has been prepared by the reaction of a germylene, bis[bis(trimethylsilyl)aminato]germanium(II) (1), and 2-vinylpyridine (2). The aldol type reaction of the resulting enamine with various aldehydes 4 gave condensation products of 4,5-disubstituted l-oxa-2-germacyclopentane derivatives 5. The reaction proceeds in a stereoselective manner to give trans products when aliphatic aldehydes were used as electrophiles. In the case of using aromatic aldehydes, cis isomers predominate. The preferential formation of a cis or trans isomer was explained by assuming an acyclic transition state for the aldol type reaction.
Original language | English |
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Pages (from-to) | 5533-5536 |
Number of pages | 4 |
Journal | Organometallics |
Volume | 14 |
Issue number | 12 |
DOIs | |
Publication status | Published - 1995 Jan 1 |
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry