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Amino Aacohols :
Amino Aacohols : stereoselective synthesis and applications in diversity-oriented synthesis
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- Torssell, Staffan (författare)
- KTH,Kemi
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- Somfai, Peter (preses)
- KTH,Organisk kemi
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(creator_code:org_t)
- ISBN 9171780068
- Stockholm : KTH, 2005
- Engelska 41 s.
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Serie: Trita-IOK, 1100-7974 ; 05.95
- Relaterad länk:
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https://kth.diva-por... (primary) (Raw object)
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Abstract
Ämnesord
Stäng
- This thesis is divided into three separate parts with amino alcohols as the common feature. The first part describes the development of a novel three-component approach to the synthesis of α-hydroxy-β-amino esters. Utilizing a highly diastereoselective Rh(II)-catalyzed 1,3-dipolar cycloaddition of carbonyl ylides to various aldimines, syn-α-hydroxy-β-amino esters formed in high yields and excellent diastereoselectivities. This methodology was also applied in a short enantioselective synthesis of the C-13 side-chain of Taxol. The second part of the thesis describes a total synthesis of D-erythro- Sphingosine based on a cross-metathesis approach to assemble the polar head group and the aliphatic chain. The last part deals with the application of amino alcohols as scaffolds in a diversity-oriented protocol for the development of libraries of small polycyclic molecules. The design of the libraries is based on the iterative use of two powerful ring-forming reactions; a ring-closing metathesis and an intramolecular Diels-Alder reaction, to simultaneously introduce structural complexity and diversity.
Ämnesord
- NATURVETENSKAP -- Kemi -- Organisk kemi (hsv//swe)
- NATURAL SCIENCES -- Chemical Sciences -- Organic Chemistry (hsv//eng)
Nyckelord
- Organic chemistry
- amino alcohol
- carbenoid
- carbonyl ylide
- cross-metathesis
- diastereoselective
- 1
- 3-dipolar cycloaddition
- sphingosine
- Organisk kemi
- Organic chemistry
- Organisk kemi
Publikations- och innehållstyp
- vet (ämneskategori)
- lic (ämneskategori)
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