期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 351, 期 18, 页码 3128-3132出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900695
关键词
asymmetric reduction; cycloaddition; domino reactions; sulfur heterocycles; transition metal catalysis
资金
- DFG [ME 776/15-2]
- DAAD [D/03/314304, G HK026/03]
- RGC [HKU 7018/07P]
- AoE Scheme of UGC Hong Kong [AoE/P-10/01]
Vinylsulfonates have proved to be excellent dipolarophiles for carbonyl ylides derived from diazoketones in rhodium-catalyzed intramolecular cycloadditions. Polyfunctional substrates, such as 8 and (+)-15, were readily available from hydroxy esters, e.g. 1 and the cyclopenta-1,3-dione 10, respectively, and the resulting polycyclic sultones were formed under mild reaction conditions in high yields with very good diastereoselectivities. A ruthenium-catalyzed asymmetric transfer hydrogenation was found to desymmetrize the meso-cyclopenta-1,3-dione 12 efficiently.
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