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Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst

Mesas-Sánchez, Laura (author)
Uppsala universitet,Institutionen för kemi - BMC
Díaz-Álvarez, Alba Estrella (author)
Uppsala universitet,Institutionen för kemi - BMC
Dinér, Peter (author)
Uppsala universitet,Institutionen för kemi - BMC,Uppsala University
 (creator_code:org_t)
Elsevier BV, 2013
2013
English.
In: Tetrahedron. - : Elsevier BV. - 0040-4020 .- 1464-5416. ; 69:2, s. 753-757
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Optically pure 1,2-azidoalcohols are widely used as precursors for other high value organic products. A non-enzymatic kinetic resolution procedure for the stereoselective synthesis of chiral 1,2-azidoalcohols from the readily available racemic counterparts has been developed, employing a planar-chiral DMAP derivative catalyst. Following this procedure, a range of aromatic 1,2-azidoalcohols was obtained in good selectivities (up to S=45) and high enantiomeric excess (up to 99% ee).

Subject headings

NATURVETENSKAP  -- Kemi -- Organisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Organic Chemistry (hsv//eng)
NATURVETENSKAP  -- Kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences (hsv//eng)

Keyword

Non-enzymatic kinetic resolution
1
2-Azidoalcohols
Planar-chiral DMAP derivative catalyst
Ferrocenyl catalyst

Publication and Content Type

ref (subject category)
art (subject category)

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