期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 354, 期 18, 页码 3428-3434出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200922
关键词
bicyclic scaffolds; conformational constraints; diarylprolinol silyl ethers; hydrolytic stability; organocatalysis
资金
- MIUR [PRIN 20099PKPHH 004-2009, FIRB RBFR08TTWW 001-2008]
- University of Bologna
- COST Action [CM0905 ORCA]
Simple chemical manipulations of trans-4-L-hydroxy proline allow the access to a new family of bicyclic silyl ether organocatalysts that display some remarkable features. Apart from being extremely stable to hydrolytic conditions and possessing excellent catalytic performances, the rigidity of the bicyclic structure imposes a synclinal endo disposition of the bulky substituents with respect to the pyrrolidine ring, opposed to the more stable synclinal exo conformations of JorgensenHayashi catalysts.
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