Benzhydryldimethylsilyl Allylic Silanes: Syntheses and Applications to [3 + 2] Annulation Reactions

Benzhydryldimethylsilyl Allylic Silanes: Syntheses and Applications to [3 + 2] Annulation Reactions
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二苯甲基二甲基甲硅烷基烯丙基硅烷:合成及其在 [3 2] 成环反应中的应用

DOI:
10.1021/ol005676d
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发表时间:
2000
期刊:
影响因子:
5.2
通讯作者:
K. Woerpel
K. Woerpel
中科院分区:
化学1区
文献类型:
--
作者:
Zhihua Peng;K. Woerpel

文献摘要

被引文献

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已经开发了一种新的甲硅烷基,二苯甲基二甲基甲硅烷基,其易于合成并且易于氧化。烯丙基硅烷与该硅烷基的[3 + 2]成环反应提供了各种高度取代的五元碳环和杂环,具有高立体选择性。这些环状化合物的甲硅烷基已被氧化为羟基,以证明该方法的一般合成效用。
A new silyl group, the benzhydryldimethylsilyl group, has been developed that is easily synthesized and that undergoes facile oxidation. The [3 + 2] annulation reactions of allylic silanes with this silyl group provide a variety of highly substituted five-membered carbocycles and heterocycles with high stereoselectivities. The silyl groups of these cyclic compounds have been oxidized to hydroxyl groups to demonstrate the general synthetic utility of the method.