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ASYMMETRIC TRANSITION METAL-CATALYSED ALKYL ADDITION TO IMINES

 

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The research project presented in this book deals with the development of the alkylation of protected aldimines using organoaluminium and organozinc compounds as alkylating agents. To this end, efforts have been focused into the methylation reaction using trimethylaluminium and dimethylzinc. The identificaton of suitable metal catalysts as well as diphosphine ligands was carried out by means of extensive high throughput screening. A preliminary screening of a range of aldimines bearing different protecting groups aimed at selecting the most interesting substrate. The diphenylphosphinoyl (dpp) protecting group turned out to be the best activating group for aldimines tested within the framework of this study. The presence of a phosphorus atom on this protecting group is a feature which was notably used to determine the enantiomeric excess by 31P NMR spectroscopy, thus providing a novel and efficient screening tool at disposal. On the one hand an iridium catalyst proved to be efficient when associated to AlMe3 or DABAL-Me3 in the non-enantioselective 1,2-addition. On the other hand, a rhodium catalyst was found to be able to catalyse the enantioselective 1,2-addition of Me2Zn.

Product Specifications
SKU :COC29469
AuthorSamir El Hajjaji
LanguageEnglish
BindingPaperback
Number of Pages172
Publishing Year10/28/2010
ISBN978-3843368513
Edition1 st
Book TypeOrganic chemistry
Country of ManufactureIndia
Product BrandLAP LAMBERT Academic Publishing
Product Packaging InfoBox
In The Box1 Piece
Product First Available On ClickOnCare.com2015-07-29 00:00:00
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