Vicinal Bisheterocyclizations of Alkynes via Nucleophilic Interception of a Catalytic Platinum Carbene

被引:36
作者
Allegretti, Paul A. [1 ]
Ferreira, Eric M. [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
STEREOSELECTIVE-SYNTHESIS; HOMOPROPARGYLIC ALCOHOLS; GOLD; CYCLOISOMERIZATION; SPIROKETALS; ACETALS; KETONES; TETRAHYDROFURANS; REARRANGEMENTS; TRANSFORMATION;
D O I
10.1021/ja408957a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel platinum-catalyzed double heterocyclization of propargylic ethers is described. The transformation exploits the intermediacy of a key alpha,beta-unsaturated carbene. The reactivity of this carbene is such that systems can be developed which avoid a complicating 1,2-hydrogen migration, allowing remarkable versatility in the selective syntheses of oxygen- and nitrogen-containing vicinal bis-heterocyclic compounds.
引用
收藏
页码:17266 / 17269
页数:4
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