Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols

Hsin Hui Lin; Yi Ju Chen; Kuan Yu Liao; Ming Chang P. Yeh

doi:10.1002/jccs.201400121

Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols

Hsin Hui Lin
, Yi Ju Chen
, Kuan Yu Liao
, Ming Chang P. Yeh^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

1 引文斯高帕斯（Scopus）

摘要

A series of substituted nitrogen-containing 9-membered epoxy vinyl ethers has been constructed from easily available 5-aza-2,3-epoxy-7-yn-1-ols. Attack of the hydroxyl group onto the gold(I)-activated alkyne gave the postulated 9-membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9-membered epoxy vinyl ethers.

原文	英語
頁（從 - 到）	1281-1288
頁數	8
期刊	Journal of the Chinese Chemical Society
卷	61
發行號	12
DOIs	https://doi.org/10.1002/jccs.201400121
出版狀態	已發佈 - 2014 7月 25

ASJC Scopus subject areas

一般化學

存取文件

10.1002/jccs.201400121

其它文件與鏈接

CCDC 970660: Experimental Crystal Structure Determination
Lin, H.-H. (Creator), Chen, Y.-J. (Creator), Liao, K.-Y. (Creator) & Yeh, M.-C. P. (Creator), Unknown Publisher, 2014
DOI: 10.5517/cc11l1m9, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11l1m9&sid=DataCite
資料集: Dataset
CCDC 970662: Experimental Crystal Structure Determination
Lin, H.-H. (Creator), Chen, Y.-J. (Creator), Liao, K.-Y. (Creator) & Yeh, M.-C. P. (Creator), Unknown Publisher, 2014
DOI: 10.5517/cc11l1pc, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11l1pc&sid=DataCite
資料集: Dataset
CCDC 987755: Experimental Crystal Structure Determination
Lin, H.-H. (Creator), Chen, Y.-J. (Creator), Liao, K.-Y. (Creator) & Yeh, M.-C. P. (Creator), Unknown Publisher, 2014
DOI: 10.5517/cc124v24, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc124v24&sid=DataCite
資料集: Dataset

引用此

@article{be33792879ed4eae96f3bffc27aa7dea,

title = "Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols",

abstract = "A series of substituted nitrogen-containing 9-membered epoxy vinyl ethers has been constructed from easily available 5-aza-2,3-epoxy-7-yn-1-ols. Attack of the hydroxyl group onto the gold(I)-activated alkyne gave the postulated 9-membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9-membered epoxy vinyl ethers.",

keywords = "Alcohol, Alkyne, Claisen rearrangement, Epoxy, Gold, Vinyl ether",

author = "Lin, \{Hsin Hui\} and Chen, \{Yi Ju\} and Liao, \{Kuan Yu\} and Yeh, \{Ming Chang P.\}",

note = "Publisher Copyright: {\textcopyright} 2014 The Chemical Society Located in Taipei \& Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim.",

year = "2014",

month = jul,

day = "25",

doi = "10.1002/jccs.201400121",

language = "English",

volume = "61",

pages = "1281--1288",

journal = "Journal of the Chinese Chemical Society",

issn = "0009-4536",

publisher = "John Wiley and Sons Inc.",

number = "12",

}

TY - JOUR

T1 - Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols

AU - Lin, Hsin Hui

AU - Chen, Yi Ju

AU - Liao, Kuan Yu

AU - Yeh, Ming Chang P.

PY - 2014/7/25

Y1 - 2014/7/25

N2 - A series of substituted nitrogen-containing 9-membered epoxy vinyl ethers has been constructed from easily available 5-aza-2,3-epoxy-7-yn-1-ols. Attack of the hydroxyl group onto the gold(I)-activated alkyne gave the postulated 9-membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9-membered epoxy vinyl ethers.

AB - A series of substituted nitrogen-containing 9-membered epoxy vinyl ethers has been constructed from easily available 5-aza-2,3-epoxy-7-yn-1-ols. Attack of the hydroxyl group onto the gold(I)-activated alkyne gave the postulated 9-membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9-membered epoxy vinyl ethers.

KW - Alcohol

KW - Alkyne

KW - Claisen rearrangement

KW - Epoxy

KW - Gold

KW - Vinyl ether

UR - https://www.scopus.com/pages/publications/84916624765

UR - https://www.scopus.com/pages/publications/84916624765#tab=citedBy

U2 - 10.1002/jccs.201400121

DO - 10.1002/jccs.201400121

M3 - Article

AN - SCOPUS:84916624765

SN - 0009-4536

VL - 61

SP - 1281

EP - 1288

JO - Journal of the Chinese Chemical Society

JF - Journal of the Chinese Chemical Society

IS - 12

ER -

Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 970660: Experimental Crystal Structure Determination

CCDC 970662: Experimental Crystal Structure Determination

CCDC 987755: Experimental Crystal Structure Determination

引用此