1992
DOI: 10.1002/cjoc.19920100411
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A microbially based approach for the asymmetric synthesis of both enantiomers of R‐ and S‐fluoxetine

Abstract: Both enantiomers of fluoxetine were synthesized in five steps from ethyl benzoylacetate (1) using microbial‐chemical approach with overall yields of 59% and 62% respectively. (S)‐Enantiomer can be obtained in >99% e.e. by resting cell of baker's yeast and the R form was produced in 81% e.e. by immobilized Geotrichum sp. G 38.

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Cited by 5 publications
(1 citation statement)
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“…Chemical enantiomeric routes to fluoxetine have been described by Sharpless (Gao and Sharpless, 1988), using selective reduction of 2,3-epoxycinnamoyl alcohol with Red-Al, and by Corey and Reichard, (1989), comprising the CBS enantiomeric catalytic reduction process, respectively. With the aid of microorganisms, we have accomplished the synthesis of both enantiomers of fluoxetine in good yields with high optical purities (Gu et al, 1992). Ethyl benzoyl acetate 54 was fermented with baker's yeast or Geotrichum sp.…”
Section: Chemo-enzymatic Synthesismentioning
confidence: 99%
“…Chemical enantiomeric routes to fluoxetine have been described by Sharpless (Gao and Sharpless, 1988), using selective reduction of 2,3-epoxycinnamoyl alcohol with Red-Al, and by Corey and Reichard, (1989), comprising the CBS enantiomeric catalytic reduction process, respectively. With the aid of microorganisms, we have accomplished the synthesis of both enantiomers of fluoxetine in good yields with high optical purities (Gu et al, 1992). Ethyl benzoyl acetate 54 was fermented with baker's yeast or Geotrichum sp.…”
Section: Chemo-enzymatic Synthesismentioning
confidence: 99%