Optimering i organisk syntes: betingelser, system, syntesvägar
1990 (Swedish)Doctoral thesis, comprehensive summary (Other academic)
This thesis deals with different optimization problems encountered in organic synthesis. The use of response surface, sequential simplex and PLS techniques, for simultanious optimization of yield and suppression of side reactions is investigated. This is illustrated by an example of enamine synthesis, were a side reaction was a serious problem. The problem of efficient screening to find suitable catalysts and solvents in new reactions is also investigated. Here, the use of principal properties as selection criterion, is demonstrated with a new process for the silylation of a,ß-unsaturated ketones. The extension of the new method to bis silylation of 1,2- and 1,3-diketones is demonstrated. The total synthesis of (±)-geosmin is investigated by an approach aimed to reduce the number of necessary steps involved. The suggested strategy, is to find compatible solvents through several transformations in the sequence to accomplish one-pot multistep reactions. In this context an improved method for the preparation of 1,10-dimethyl-l(9)-octalone-2 was established. Comparison with previously reported total syntheses of (±)-geosmin was done.
Place, publisher, year, edition, pages
Umeå: Umeå universitet , 1990. , 55 p.
Optimization, Response surface method, PLS method, Silylation, Enolether, Unsaturated ketones, Diketones, Geosmin synthesis, Onepot procedure
IdentifiersURN: urn:nbn:se:umu:diva-131575ISBN: 91-7174-488-6 (print)OAI: oai:DiVA.org:umu-131575DiVA: diva2:1074981