期刊
ORGANOMETALLICS
卷 29, 期 1, 页码 160-166出版社
AMER CHEMICAL SOC
DOI: 10.1021/om900833k
关键词
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资金
- National Science Council [NSC 98-2119-M-003004-MY3]
The gold(I)-catalyzed Claisen-type rearrangement of cyclic 8-aryl-2,7-enyn-1-ols proceeds via a cationic allylic vinyl ether gold intermediate to give spirocyclic ketones. The reaction proceeded via attack of the hydroxyl group onto the gold-activated alkynes followed by [3,3]-sigmatropic rearrangement to generate the spirocyclic ketones. This transformation can be applied to the synthesis of aza- and oxaspirocyclic ketones from cyclic 8-aryl-2,7-enyn-1-ols bearing an N-sulfonamide or an oxygen atom linkage in the tether and the gold(I) catalyst.
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