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Diastereospecific addition of organometallics to (S)-2-alkoxy-1-(1,3-dithian-2-yl)-1-propanones and its application to the synthesis of (−)-trachelantic acid

✍ Scribed by Toshio Sato; Ryoji Kato; Kenji Gokyu; Tamotsu Fujisawa

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 272 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80392-5

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✦ Synopsis

Nucleophilic addition of organometallics to (S)-2-alkoxy-l-(lr3-dithian-2-yl)-lpropanones afforded preferentially (1R,2S)-2-alkoxy-l-alkyl-l-(l13-dithian-2-yl)-l-propsnols.

The utility of the present reaction was demonstrated in the synthesis of (2R,3S)-trachelanthic acid.

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