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Enantiomerically en...
Enantiomerically enriched cryptone by lipase catalysed kinetic resolution
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- Isaksson, Dan (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
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- Sjödin, Kristina (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
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- Högberg, Hans-Erik (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
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(creator_code:org_t)
- Elsevier BV, 2006
- 2006
- English.
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In: Tetrahedron. - : Elsevier BV. - 0957-4166 .- 1362-511X. ; 17:2, s. 275-280
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Subject headings
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- Thiophenol was added to racemic cryptone (4-isopropyl-2-cyclohexene-1-one) and the resulting 1,4-addition products, cis- and trans-4-isopropyl-3-(phenylsulfanyl)cyclohexanone) were separated and the latter reduced to rac-1,3-cis-1,4-trans-4-isopropyl-3-(phenylsulfanyl)cyclo¬he¬xanol which was subjected to lipase catalysed resolution by acylation catalysed by CAL-B (Candida antarctica lipase B). The remaining alcohol was separated from the produced acetate, which was hydrolysed to the alcohol. The enantiomeric alcohols so obtained were oxidised. The initial products, probably sulfoxidoketones spontaneously decomposed to furnish enantiomerically enriched (R)- and (S)-cryptone with up to 76% and 98% ee, respectively.
Subject headings
- NATURVETENSKAP -- Kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences (hsv//eng)
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Keyword
- cryptone
- resolution
- lipase
- CAL-B
- Chemistry
- Kemi
- Organic chemistry
Publication and Content Type
- ref (subject category)
- art (subject category)
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