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2
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Org Biomol Chem. 2004 Oct 21;2(20):2893-6. doi: 10.1039/B409056J. Epub 2004 Sep 27.
3
Synthesis of the C16-C35 fragment of integramycin using olefin hydroesterification as a linchpin reaction.以烯烃氢酯化反应作为关键反应合成整合霉素的C16 - C35片段。
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Toward the total synthesis of natural peloruside a: stereoselective synthesis of the backbone of the core.
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Catalytic enantioselective addition of allylic organometallic reagents to aldehydes and ketones.烯丙基金属有机试剂对醛和酮的催化对映选择性加成反应。
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Asymmetric epoxidation of homoallylic alcohols and application in a concise total synthesis of (-)-alpha-bisabolol and (-)-8-epi-alpha-bisabolol.高烯丙醇的不对称环氧化反应及其在(-)-α-红没药醇和(-)-8-表-α-红没药醇简洁全合成中的应用。
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通过芳基环氧乙烷与3-碘代丙烯酸酯的区域选择性开环反应制备多功能化高烯丙醇的新方法。

Novel approach to multifunctionalized homoallylic alcohols via regioselective ring opening of aryl oxiranes with 3-iodo allenoates.

作者信息

Kattuboina Adiseshu, Kaur Parminder, Timmons Cody, Li Guigen

机构信息

Department of Chemistry & Biochemistry, Texas Tech University, Lubbock, 79409-1061, USA.

出版信息

Org Lett. 2006 Jun 22;8(13):2771-4. doi: 10.1021/ol060828b.

DOI:10.1021/ol060828b
PMID:16774253
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2613809/
Abstract

[reaction: see text] 3-Iodo allenoates were generated in situ and utilized, for the first time, in the ring opening of oxiranes in a regioselective fashion. This simple one-pot three-component reaction protocol provides easy access to highly functionalized homoallylic alcohols in good yields and moderate to very good (Z/E) selectivity. The two functional groups (ester and halogen) can be further subjected to many synthetic transformations.

摘要

[反应:见正文] 3-碘代联烯酸酯原位生成,并首次以区域选择性方式用于环氧乙烷的开环反应。这种简单的一锅三组分反应方案能够方便地获得高官能化的高烯丙醇,产率良好,(Z/E)选择性中等至非常好。两个官能团(酯基和卤素)可进一步进行许多合成转化。