期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 2, 页码 458-468出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02248
关键词
-
资金
- National High Technology Projects 973 [2015CB856200]
- NNSFC [21222209, 91313303, 21472010]
An efficient method for the asymmetric Diels-Alder cycloaddition of 2'-hydroxychalcones with acyclic or cyclic dienes has been successfully developed. The Diels-Alder cycloaddition is mediated by a chiral boron complex with VANOL, affording the corresponding products in high yields and with excellent diastereo- and enantioselectivities. This reaction enabled the enantioselective construction of cyclohexene skeletons crucial for the total synthesis of a number of Diels-Alder-type natural products (-)-nicolaioidesin C, (-)-panduratine A, (-)-kuwanon I, (+)-kuwanon J, and (-)-brosimones A and B.
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