Cyclocarbopalladation: 5-Exo-dig Cyclization versus Direct Stille Cross-Coupling Reaction. The Influence of the α,β-Propargylic Substitution

Cyclocarbopalladation: 5-Exo-dig Cyclization versus Direct Stille Cross-Coupling Reaction. The Influence of the α,β-Propargylic Substitution
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环碳钯化:5-Exo-dig 环化与直接 Stille 交叉偶联反应 α,β-炔丙取代的影响。

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发表时间:
2003
期刊:
影响因子:
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通讯作者:
J. Suffert
J. Suffert
中科院分区:
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文献类型:
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作者:
B. Salem;Estelle Delort;P. Klotz;J. Suffert

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在钯(0)催化下,由反式或顺式-γ-溴代炔丙基二醇与顺式-二氧戊环反应,合成了几种含1,2-环戊二醇的双环化合物。反应通过5-exo-dig环碳酸钯化进行。当使用相应的反式-二氧戊环时,仅从直接的Stille交叉偶联反应获得分离的产物。
Several bicyclic compounds bearing a 1,2-cyclopentanediol have been prepared from various anti- or syn-γ-bromopropargylic diols and cis-dioxolanes under palladium(0) catalysis. The reaction proceeds through a 5-exo-dig cyclocarbopalladation. When the corresponding trans-dioxolanes are used, the only products isolated are obtained from a direct Stille cross-coupling reaction.