Assembly of Complex 1,4‐Cycloheptadienes by (4+3) Cycloaddition of Rhodium(II) and Gold(I) Non‐Acceptor Carbenes,Angewandte Chemie International Edition

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Assembly of Complex 1,4‐Cycloheptadienes by (4+3) Cycloaddition of Rhodium(II) and Gold(I) Non‐Acceptor Carbenes
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-10-20 , DOI: 10.1002/anie.202012092
Helena Armengol‐Relats _{1,

2} , Mauro Mato _{1,

2} , Antonio M. Echavarren _{1,

2}

Affiliation

The formal (4+3) cycloaddition of 1,3‐dienes with Rh(II) and Au(I) non‐acceptor vinyl carbenes, generated from vinylcycloheptatrienes or alkoxyenynes, respectively, leads to 1,4‐cycloheptadienes featuring complex and diverse substitution patterns, including natural dyctiopterene C′ and a hydroxylated derivative of carota‐1,4‐diene. A complete mechanistic picture is presented, in which Au(I) and Rh(II) non‐acceptor vinyl carbenes were shown to undergo a vinylcyclopropanation/Cope rearrangement or a direct (4+3) cycloaddition that takes place in a non‐concerted manner.

中文翻译：

通过铑（II）和金（I）非受体碳烯的（4 + 3）环加成组装复杂的1,4-环庚二烯

1,3-二烯与Rh（II）和Au（I）非受体乙烯基碳烯的正式（4 + 3）环加成反应分别由乙烯基环庚烯或烷氧炔生成，导致1,4-环庚二烯具有复杂而多样的取代作用包括天然dyctiopterene C'和carota-1,4-diene的羟基化衍生物。呈现了完整的机理图，其中显示了Au（I）和Rh（II）非受体乙烯基碳烯经历了乙烯基环丙烷化/ Cope重排或以未经证实的方式发生的直接（4 + 3）环加成反应。

更新日期：2020-10-20

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