Palladium(0)-catalyzed synthesis of chiral ene-allenes using alkenyl trifluoroborates
Palladium(0)-catalyzed synthesis of chiral ene-allenes using alkenyl trifluoroborates
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DOI：
10.1021/jo052201x
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发表时间：
2006-02-17
影响因子：
3.6
通讯作者：
Baker, SR
中科院分区：
文献类型：
--
作者：
Molander, GA;Sommers, EM;Baker, SR
[图表]对映体富集的丙二烯用作手性转移试剂，使其成为有吸引力的合成目标。本文报道了利用 Pd(O) 催化的炔丙碳酸酯和磷酸酯与烯基三氟硼酸酯的交叉偶联反应合成对映体富集的丙二烯。以中等到高光学产率合成了二、三和四取代的丙二烯。还合成了几种具有各种官能团的外消旋丙二烯。
[GRAPHICS]Enantioenriched allenes serve as chiral transfer reagents, making them attractive synthetic targets. Herein, the synthesis of enantioenriched allenes utilizing a Pd(O)-catalyzed cross-coupling reaction of propargylic carbonates and phosphates with alkenyl trifluoroborates is reported. Di-, tri-, and tetrasubstituted allenes were synthesized in moderate to high optical yields. Several racemic allenes possessing various functional groups were also synthesized.