期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 355, 期 14-15, 页码 2793-2797出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201300449
关键词
CC bond cleavage; cycloaddition; diastereoselectivity; nickel; oxazolidines
资金
- 973 program [2009CB825300]
- National Natural Science Foundation of China [21172074]
- Fok Ying Tung Education Foundation [121014]
- Shanghai Municipal Committee of Sciences and Technology [12XD1402300]
- Program of Eastern Scholar at Shanghai Institutions of Higher Learning
An efficient approach for the synthesis of highly substituted 2,4-trans-oxazolidines has been achieved by means of nickel(II) chlorate hexahydrate [Ni(ClO4)(2)6H(2)O]-catalyzed [3+2]dipolar cycloaddition reactions of donor-acceptor oxiranes with imines via CC bond cleavage in good yields with moderate to high diastereoselectivity. The appropriate orientation of two activating ketones or esters is crucial for this chemoselective CC bond cleavage of the oxirane ring.
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