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Total synthesis of sparstolonin B via a palladium-catalyzed aldehyde α-arylation
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-07 , DOI: 10.1016/j.tet.2018.05.012
Dalton Kim , Aaron Nash , Jef De Brabander , Uttam K. Tambar

A concise and convergent total synthesis of sparstolonin B was developed. A palladium-catalyzed aldehyde α-arylation was utilized to construct the carbon skeleton of the natural product. A subsequent simple one-pot procedure effected global deprotection and closure of the final two rings via an unusual autoredox mechanism for the conversion of a bis-hydroquinone intermediate to the natural product. The 6 step synthetic sequence was realized in 18% overall yield.



中文翻译:

通过钯催化的醛α-芳基化反应合成稀疏B

开发了一种简明和收敛的全合成的SparstoloninB。钯催化的醛α-芳基化被用来构建天然产物的碳骨架。随后的简单的一锅法通过不寻常的自动氧化还原机制将双氢醌中间体转化为天然产物,实现了整体脱保护和最后两个环的封闭。以18%的总收率实现了6步合成序列。

更新日期:2018-05-07
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