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Boron azaenolates of chiral oxazolines: synthesis of optically active formyl oxiranes

✍ Scribed by Saverio Florio; Vito Capriati; Renzo Luisi; Alessandro Abbotto

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
266 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Boron azaenolates 2 and 8 from the optically active chloromethyloxazolines 1 and 7 have been found to couple with ketones in a highly diastereoselective fashion, which depends markedly upon the geometry (Z) of the azaenolates and the nature of the ligands which are present on the boron atom, in good accordance with semiempirical calculations (AM 1).

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