Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds

Shu Mei Yang; Yi Ling Tsai; Ganapuram Madhusudhan Reddy; Lennart Möhlmann; Wenwei Lin

doi:10.1021/acs.joc.7b01415

Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds

Shu Mei Yang
, Yi Ling Tsai
, Ganapuram Madhusudhan Reddy
, Lennart Möhlmann
, Wenwei Lin^*

^*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

27 引文斯高帕斯（Scopus）

摘要

A novel, organobase-catalyzed and highly chemoselective Michael-Michael-acetalization cascade is presented for the efficient synthesis of spiro-indandione skeletons. Following this very simple protocol, a broad range of products was obtained in good yields with excellent diastereocontrol. The role of steric factors in the acetalization step was evaluated.

原文	英語
頁（從 - 到）	9182-9190
頁數	9
期刊	Journal of Organic Chemistry
卷	82
發行號	17
DOIs	https://doi.org/10.1021/acs.joc.7b01415
出版狀態	已發佈 - 2017 9月 1

ASJC Scopus subject areas

有機化學

存取文件

10.1021/acs.joc.7b01415

其它文件與鏈接

CCDC 1472949: Experimental Crystal Structure Determination
Yang, S.-M. (Creator), Tsai, Y.-L. (Creator), Reddy, G. M. (Creator), Möhlmann, L. (Creator) & Lin, W. (Creator), Unknown Publisher, 2017
DOI: 10.5517/ccdc.csd.cc1lfqh7, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1lfqh7&sid=DataCite
資料集: Dataset
CCDC 1400556: Experimental Crystal Structure Determination
Yang, S.-M. (Creator), Tsai, Y.-L. (Creator), Reddy, G. M. (Creator), Möhlmann, L. (Creator) & Lin, W. (Creator), Unknown Publisher, 2017
DOI: 10.5517/ccdc.csd.cc1j0d75, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1j0d75&sid=DataCite
資料集: Dataset
CCDC 1472948: Experimental Crystal Structure Determination
Yang, S.-M. (Creator), Tsai, Y.-L. (Creator), Reddy, G. M. (Creator), Möhlmann, L. (Creator) & Lin, W. (Creator), Unknown Publisher, 2017
DOI: 10.5517/ccdc.csd.cc1lfqg6, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1lfqg6&sid=DataCite
資料集: Dataset

引用此

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title = "Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds",

abstract = "A novel, organobase-catalyzed and highly chemoselective Michael-Michael-acetalization cascade is presented for the efficient synthesis of spiro-indandione skeletons. Following this very simple protocol, a broad range of products was obtained in good yields with excellent diastereocontrol. The role of steric factors in the acetalization step was evaluated.",

author = "Yang, \{Shu Mei\} and Tsai, \{Yi Ling\} and Reddy, \{Ganapuram Madhusudhan\} and Lennart M{\"o}hlmann and Wenwei Lin",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

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day = "1",

doi = "10.1021/acs.joc.7b01415",

language = "English",

volume = "82",

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journal = "Journal of Organic Chemistry",

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T1 - Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds

AU - Yang, Shu Mei

AU - Tsai, Yi Ling

AU - Reddy, Ganapuram Madhusudhan

AU - Möhlmann, Lennart

AU - Lin, Wenwei

PY - 2017/9/1

Y1 - 2017/9/1

N2 - A novel, organobase-catalyzed and highly chemoselective Michael-Michael-acetalization cascade is presented for the efficient synthesis of spiro-indandione skeletons. Following this very simple protocol, a broad range of products was obtained in good yields with excellent diastereocontrol. The role of steric factors in the acetalization step was evaluated.

AB - A novel, organobase-catalyzed and highly chemoselective Michael-Michael-acetalization cascade is presented for the efficient synthesis of spiro-indandione skeletons. Following this very simple protocol, a broad range of products was obtained in good yields with excellent diastereocontrol. The role of steric factors in the acetalization step was evaluated.

UR - https://www.scopus.com/pages/publications/85028741766

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M3 - Article

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AN - SCOPUS:85028741766

SN - 0022-3263

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IS - 17

ER -

Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 1472949: Experimental Crystal Structure Determination

CCDC 1400556: Experimental Crystal Structure Determination

CCDC 1472948: Experimental Crystal Structure Determination

引用此