The use of Br/Cl to promote regioselective gold-catalyzed rearrangement of propargylic carboxylates: an efficient synthesis of (1Z, 3E)-1-bromo/chloro-2-carboxy-1,3-dienes.

The use of Br/Cl to promote regioselective gold-catalyzed rearrangement of propargylic carboxylates: an efficient synthesis of (1Z, 3E)-1-bromo/chloro-2-carboxy-1,3-dienes.
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DOI:
10.1039/c0cc03669b
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发表时间:
2010-12-28
期刊:
Chemical communications (Cambridge, England)
影响因子:
--
通讯作者:
Zhang L
Zhang L
中科院分区:
其他
文献类型:
--
作者:
Wang Y;Lu B;Zhang L

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A gold-catalyzed synthesis of 1-bromo/chloro-2-carboxy-1,3-dienes is developed using propargylic carboxylates containing halogenated alkynes as substrates. The reaction is highly diastereoselective, and the halogen atom at the alkyne terminus promotes selectively 1,2-acyloxy migration. The diene products participate in the Diels-Alder and cross-coupling reactions.
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