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通过醇介导的氢转移实现对映选择性铱催化羰基异戊二烯基化反应。

Enantioselective iridium-catalyzed carbonyl isoprenylation via alcohol-mediated hydrogen transfer.

机构信息

University of Texas at Austin, Department of Chemistry, 105 E 24th St (A5300), Austin, TX 78712-1167, USA.

出版信息

Chem Commun (Camb). 2019 Jan 17;55(7):981-984. doi: 10.1039/c8cc09706b.

DOI:10.1039/c8cc09706b
PMID:30608076
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6339811/
Abstract

Highly enantioselective iridium catalyzed carbonyl (2-vinyl)allylation or "isoprenylation" is achieved via hydrogen auto-transfer or 2-propanol-mediated reductive coupling from primary alcohol or aldehyde reactants, respectively. Using this method, asymmetric total syntheses of the terpenoid natural products (+)-ipsenol and (+)-ipsdienol were achieved.

摘要

通过氢自动转移或 2-丙醇介导的还原偶联，分别从伯醇或醛反应物中实现了高度对映选择性的铱催化羰基（2-乙烯基）烯丙基化或“异戊二烯基化”。使用该方法，实现了萜类天然产物（+）-ipsenol 和（+）-ipsdienol 的不对称全合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/e19f48e9b92c/nihms-1005391-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/7c9dab03ab03/nihms-1005391-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/36178f542c57/nihms-1005391-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/a40cf2cfb205/nihms-1005391-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/e19f48e9b92c/nihms-1005391-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/7c9dab03ab03/nihms-1005391-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/36178f542c57/nihms-1005391-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/a40cf2cfb205/nihms-1005391-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/282a/6339811/e19f48e9b92c/nihms-1005391-f0004.jpg

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