Palladium-Catalyzed Elimination/Isomerization of Enol Triflates into 1,3-Dienes

被引:44
作者
Crouch, Ian T. [1 ]
Dreier, Timothy [1 ]
Frantz, Doug E. [1 ]
机构
[1] Univ Texas San Antonio, Dept Chem, San Antonio, TX 78249 USA
关键词
dienes; enol triflates; homogeneous catalysis; palladium; synthetic methods; CROSS-COUPLING REACTION; STEREOSELECTIVE-SYNTHESIS; CONJUGATED DIENES; ISOMERIZATION; TOSYLATES; ALKENES; ESTERS; OLEFINATION; METATHESIS; PHOSPHATES;
D O I
10.1002/anie.201101820
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dying to be Dienes: Substituted 1,3-dienes were synthesized by the title reaction (see scheme; Tf=trifluoromethanesulfonyl). Preliminary studies support a mechanistically distinct pathway that involves an initial β-hydride elimination from a cationic vinyl palladium(II) intermediate, a subsequent regiospecific hydropalladation of the corresponding allene intermediate, and a final β-hydride elimination. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6128 / 6132
页数:5
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