TANDEM CARBENE INSERTION SEMIPINACOL REARRANGEMENT OF 1-ALKYNYLCYCLOBUTENOLS - A FACILE SYNTHESIS OF 2-ALKENYL-4-CYCLOPENTENE-1,3-DIONES

被引:22
作者
ZORA, M [1 ]
HERNDON, JW [1 ]
机构
[1] UNIV MARYLAND,DEPT CHEM & BIOCHEM,COLL PK,MD 20742
关键词
D O I
10.1021/jo00083a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of chromium carbene complexes and 1-alkynylcyclobutenols leads to 2-alkenyl-4-cyclopentene-1,3-diones. Initial allkyne insertion affords a highly electrophilic carbene complex, which then undergoes an alkyl shift-ring expansion, ultimately producing 2-alkenyl-4-cyclopentene-1,3-diones.
引用
收藏
页码:699 / 701
页数:3
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