首页|Highly diastereoselective asymmetric syn-aldol reactions of (R)-(N-tosyl) phenylalaninol propionate-derived titanium enolate and bidentate aromatic and aliphatic aldehydes
Highly diastereoselective asymmetric syn-aldol reactions of (R)-(N-tosyl) phenylalaninol propionate-derived titanium enolate and bidentate aromatic and aliphatic aldehydes
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NSTL
Elsevier
Asymmetric aldol reactions of ester-derived titanium enolates of (R)-(N-tosyl)phenylalaninol propionate and bidentate aromatic aldehydes has been investigated. Substrate scope of this aldol reaction was examined with a variety of bidentate aromatic aldehydes to provide syn-aldol products with high diastereoselectivity and isolated yields. Both enantiomers of N-(tosyl)phenylalaninol are readily prepared from commercially available and optically active phenylalaninol. Mild saponification removed the chiral auxiliary and furnished optically active 8-hydroxy carboxylic acids.
Syn -aldol reactionsTitanium enolateDiastereoselective synthesisBidentate
NSTL
Elsevier
