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Diastereoselective addition of methylmetal reagents to 2-methylaldehydes.
-
- Larsson, Michael (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
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- Högberg, Hans-Erik (author)
- Mittuniversitetet,Institutionen för naturvetenskap (-2008)
- (creator_code:org_t)
- 2001
- 2001
- English.
- In: Tetrahedron. - 0040-4020 .- 1464-5416. ; 57:35, s. 7541-7548
- Journal article (peer-reviewed)
Abstract
Subject headings
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- The preparation of compounds incorporating the 3-hydroxy-2-methyl-1-butyl moiety of high diastereomeric purity is described. These compounds can serve as potential building blocks for the preparation of several kinds of natural products. The diastereoselective addition of a number of methylmetal derivatives to three 3-substituted 2-methylaldehydes in various solvents was studied. An excellent diastereomeric. ratio (95:5 anti-Cram/Crain) was obtained with 2-methyl-3-(phenylsulfanyl)propanal (5) and Me2Zn in the presence of TiCl4.
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
- addition
- asymmetric induction
- diastereoselection
- chelation
- Organic chemistry
- Organisk kemi
- Chemistry
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- ref (subject category)
- art (subject category)
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- Tetrahedron
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- Royal Institute of Technology
- Mid Sweden University
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