Au~Ⅰ-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

Nicolas Marion; Pierre de Fremont; Gilles Lemiere; Edwin D. Stevens; Louis Fensterbank; Max Malacria; Steven P. Nolan

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Au~Ⅰ-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

机译：Au〜Ⅰ催化带有乙酸炔丙酯的1,5-烯炔的环异构化：意外的双环[3.1.0]己烯的形成

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摘要

The use of N-heterocyclic carbene (NHC) as a ligand in the gold(Ⅰ)-catalyzed cycloisomerization of enyne results in the assembly of a new carbocyclic product.

机译：N-杂环卡宾（NHC）作为配体在金（Ⅰ）催化的烯炔的环异构化中的使用导致了新的碳环产物的组装。

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来源
《Chemical Communications》 |2006年第19期|p.2048-2050|共3页
作者
Nicolas Marion; Pierre de Fremont; Gilles Lemiere; Edwin D. Stevens; Louis Fensterbank; Max Malacria; Steven P. Nolan;
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Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, USA;

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正文语种 eng
中图分类化学;
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专利

1. Synthesis of 1,5-Enynes by Br?nsted Acid Catalyzed Substitution of Propargylic Alcohols and One-Pot Synthesis of Bicyclo[3.1.0]hexenes [J] . Roberto Sanz, Alberto Martineza, Delia Miguel, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2007,第20期

机译：布朗斯台德酸催化取代炔丙醇合成1,5-烯炔和双环[3.1.0]己烯的一锅合成
2. Development of novel Lewis acid catalyzed cycloisomerizations: synthesis of bicyclo[3.1.0]hexenes and cyclopentenones [J] . Miller AK., Banghart MR., Beaudry CM., Tetrahedron . 2003,第45期

机译：新型路易斯酸催化的环异构化的发展：双环[3.1.0]己烯和环戊烯酮的合成
3. Enantioselective Cycloisomerization of 1,6-Enynes to Bicyclo[3.1.0]hexanes Catalyzed by Rhodium and Benzoic Acid [J] . Koji Masutomi, Keiichi Noguchi, Ken Tanaka Journal of the American Chemical Society . 2014,第21期

机译：铑和苯甲酸催化的1，6-烯炔对映选择性环异构化为双环[3.1.0]己烷
4. Gold Catalyzed 1,5- and 1,6-Propargylic Migrations of Ethers in Cycloisomerization of 1,6- and 1,7-Enynes. [C] . Cesar R. Solorio-Alvarado, Eloisa Jimenez-Nunez, Mihai Raducan European Symposium on Organic Chemistry . 2009

机译：黄金催化1,5-和1,6-丙基偏移的醚在1,6-和1,7-兴奋剂中的环旋异构化中。
5. Synthesis of enantioenriched 1,5-dienes and 1,5-enynes by a palladium-catalyzed 3,3--reductive elimination: Methodology development and mechanistic studies. [D] . Ardolino, Michael Joseph. 2014

机译：通过钯催化的3,3-还原消除反应合成对映体富集的1,5-二烯和1,5-烯类：方法学的发展和机理的研究。
6. Asymmetric Au-catalyzed cycloisomerization of 16-enynes: An entry to bicyclo4.1.0heptene [O] . Alexandre Pradal, Chung-Meng Chao, Patrick Y Toullec, 2011

机译：16-烯炔的不对称金催化的环异构化：双环4.1.0庚烯的入口
7. Catalaytic Isomerization of 1,5-Enynes to Bicyclo[3.1.0]hexenes [O] . Michael R. Luzung, Jordan P. Markham, F. Dean Toste 2004

机译：1,5-烯炔的Catalaytic异构化为双环[3.1.0]己烯
8. Bromide Ion Catalyzed Dimerization of 3,3-Diphenyl-6-oxa-3-silabicyclo3.1.0hexane. Structure Determination and Ring Contraction of 2,2,6,6-Tetraphenyl-4,8-divinyl-1,5-dioxa-2,6-disilacyclooctane and Synthesis of 2,24,4-Tetraphenyl-6-vinyl-1,3-dioxa-2,4-di [R] . Park, Y. T., Manuel, G., Bau, R., 1991

机译：溴化物离子催化3,3-二苯基-6-氧杂-3-硅杂双环-3.1己烷的二聚反应。 2,2,6,6-四苯基-4,8-二乙烯基-1,5-二氧杂-2,6-二硅杂环辛烷的结构测定和环收缩及2,24,4-四苯基-6-乙烯基-1的合成， 3-二氧杂-2,4-二

Au~Ⅰ-catalyzed cycloisomerization of 1,5-enynes bearing a propargylic acetate: formation of unexpected bicyclo[3.1.0]hexene

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