Concise synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone via combined rhodium catalysis.

Concise synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone via combined rhodium catalysis.
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DOI:
10.1021/ol102535u
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发表时间:
2010-12-17
期刊:
影响因子:
5.2
通讯作者:
Lee, Chulbom
Lee, Chulbom
中科院分区:
化学1区
文献类型:
--
作者:
Joo, Jung Min;David, Ramoncito A.;Yuan, Yu;Lee, Chulbom

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The total synthesis of the erythrina alkaloid 3–demethoxyerythratidinone has been achieved via a strategy based on combined rhodium catalysis. The catalytic tandem cyclization effected by the interplay of alkynyl and vinylidene rhodium species allows for efficient access to the A and B rings of the tetracyclic erythrinane skeleton in a single step. The synthesis also features rapid preparation of the requisite precursor for the double ring closure and thus has been completed in only 7 total steps in 41% overall yield.
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