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Development of Synthetic Routes for Preparation of 2,6-Disubstituted Spiro[3.3]heptanes.
Mälardalens högskola, Akademin för hållbar samhälls- och teknikutveckling.
2009 (engelsk)Independent thesis Advanced level (degree of Master (One Year)), 20 poäng / 30 hpOppgave
Abstract [en]

2,6-Disubstituted spiro[3.3]heptanes were synthesized to investigate and develop synthetic methods for preparation of these compounds. Possibilities for introducing different functionalities like nitriles and sulfonamides were also investigated.

 

Synthetic routes presented describe successive [2+2] cycloadditions between dichloroketene and olefins to give the sought after spiro compounds with low to moderate yields throughout the multi-step synthesis. [2+2] Cycloadditions offered low turnovers and chromatography was required for purification.

 

A synthetic route with cyclisations through double substitution reactions between di-electrophiles and di-nucleophiles resulting in a 2,6-disubstituted spiro[3.3]heptane is also described. This multi-step synthesis offered higher turnover and yields and often there was no need for purification through chromatography.

sted, utgiver, år, opplag, sider
2009. , s. 29
Emneord [en]
Spiroheptane, organic synthesis, cycloaddition, substitution, disubstitution
HSV kategori
Identifikatorer
URN: urn:nbn:se:mdh:diva-6027OAI: oai:DiVA.org:mdh-6027DiVA: diva2:220816
Presentation
(svensk)
Uppsök
Physics, Chemistry, Mathematics
Veileder
Examiner
Tilgjengelig fra: 2009-08-26 Laget: 2009-06-02 Sist oppdatert: 2018-01-13bibliografisk kontrollert

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