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New bis(oxazoline) ligands with secondary binding sites for the asymmetric cyclopropanation of furans

✍ Scribed by Marina Schinnerl; Claudius Böhm; Michael Seitz; Oliver Reiser


Book ID
104359705
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
166 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis


The diastereo-and enantioselective cyclopropanation of furans was achieved in up to 91% ee using a new set of chiral bis(oxazoline) ligands that are able to use secondary binding sites to enhance selectivity. In contrast, with substrates such as styrene and N-Boc-pyrrole, with which no secondary interactions with the ligands can occur, only moderate selectivities (<50% ee) were achieved.


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