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Production of chiral aromatic alcohol by acetophenone and 1-arylethanol derivatives using vegetables

By: Utsukihara, Takamitsu.
Contributor(s): Horiuchi, C. Akira.
Publisher: New Delhi CSIR 2019Edition: Vol.58(B), Jan.Description: 69-74p.Subject(s): GENERAL CHEMISTRYOnline resources: Click here In: Indian journal of chemistry (Section B)Summary: We have studied the biotransformation of acetophenone derivatives (1a-1f) and 1-arylethanol derivatives (2a-2e, 2g, 2h) using various vegetables. It is found that the reduction of acetophenone derivatives (1a-1f) using carrot (Ducus carota) gives (S)-1-arylethanols with high enantioselectivity. On the other hand, biooxidation of 1-arylethanols (2a-2e, 2g, 2h) using potato (Solanum tuberosum) is oxidized to give (R)-1-arylethanols as major product with high stereoselectivity. Carrot (D. carota) is the best catalyst for this reduction and shows a good reaction yield and enatioselectivity. On the other hand, it is found that the racemic alcohols are converted into the corresponding (R)-alcohols with high ee using Japanese potato (S. tuberosum) as catalyst. The availability of the enzymatic system using various vegetables is convenient and an eco-friendly system.
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We have studied the biotransformation of acetophenone derivatives (1a-1f) and 1-arylethanol derivatives (2a-2e, 2g, 2h) using various vegetables. It is found that the reduction of acetophenone derivatives (1a-1f) using carrot (Ducus carota) gives (S)-1-arylethanols with high enantioselectivity. On the other hand, biooxidation of 1-arylethanols (2a-2e, 2g, 2h) using potato (Solanum tuberosum) is oxidized to give (R)-1-arylethanols as major product with high stereoselectivity. Carrot (D. carota) is the best catalyst for this reduction and shows a good reaction yield and enatioselectivity. On the other hand, it is found that the racemic alcohols are converted into the corresponding (R)-alcohols with high ee using Japanese potato (S. tuberosum) as catalyst. The availability of the enzymatic system using various vegetables is convenient and an eco-friendly system.

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