Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes

Jung Hsuan Chen; Chihliang Chang; Hui Ju Chang; Kwunmin Chen

doi:10.1039/c1ob05966a

Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes

Jung Hsuan Chen
, Chihliang Chang
, Hui Ju Chang
, Kwunmin Chen^*

^*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

13 引文斯高帕斯（Scopus）

摘要

Organocatalytic domino Michael-hemiacetalization of β-tetralones with α,β-unsaturated aldehydes is presented. Treatment of β-tetralones with α,β-unsaturated aldehydes in the presence of diphenylprolinol silyl ether gave 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f] chromen-3-ol derivatives with high to excellent chemical yields (50-99%) and high levels of enantioselectivities (up to 96% ee).

原文	英語
頁（從 - 到）	7510-7516
頁數	7
期刊	Organic and Biomolecular Chemistry
卷	9
發行號	21
DOIs	https://doi.org/10.1039/c1ob05966a
出版狀態	已發佈 - 2011 11月 7

ASJC Scopus subject areas

生物化學
物理與理論化學
有機化學

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10.1039/c1ob05966a

其它文件與鏈接

CCDC 824118: Experimental Crystal Structure Determination
Chen, J.-H. (Creator), Chang, C. (Creator), Chang, H.-J. (Creator) & Chen, K. (Creator), Unknown Publisher, 2012
DOI: 10.5517/ccwnkgj, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccwnkgj&sid=DataCite
資料集: Dataset
CCDC 824119: Experimental Crystal Structure Determination
Chen, J.-H. (Creator), Chang, C. (Creator), Chang, H.-J. (Creator) & Chen, K. (Creator), Unknown Publisher, 2012
DOI: 10.5517/ccwnkhk, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccwnkhk&sid=DataCite
資料集: Dataset

引用此

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abstract = "Organocatalytic domino Michael-hemiacetalization of β-tetralones with α,β-unsaturated aldehydes is presented. Treatment of β-tetralones with α,β-unsaturated aldehydes in the presence of diphenylprolinol silyl ether gave 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f] chromen-3-ol derivatives with high to excellent chemical yields (50-99\%) and high levels of enantioselectivities (up to 96\% ee).",

author = "Chen, \{Jung Hsuan\} and Chihliang Chang and Chang, \{Hui Ju\} and Kwunmin Chen",

year = "2011",

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T1 - Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes

AU - Chen, Jung Hsuan

AU - Chang, Chihliang

AU - Chang, Hui Ju

AU - Chen, Kwunmin

PY - 2011/11/7

Y1 - 2011/11/7

N2 - Organocatalytic domino Michael-hemiacetalization of β-tetralones with α,β-unsaturated aldehydes is presented. Treatment of β-tetralones with α,β-unsaturated aldehydes in the presence of diphenylprolinol silyl ether gave 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f] chromen-3-ol derivatives with high to excellent chemical yields (50-99%) and high levels of enantioselectivities (up to 96% ee).

AB - Organocatalytic domino Michael-hemiacetalization of β-tetralones with α,β-unsaturated aldehydes is presented. Treatment of β-tetralones with α,β-unsaturated aldehydes in the presence of diphenylprolinol silyl ether gave 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f] chromen-3-ol derivatives with high to excellent chemical yields (50-99%) and high levels of enantioselectivities (up to 96% ee).

UR - https://www.scopus.com/pages/publications/80053953751

UR - https://www.scopus.com/pages/publications/80053953751#tab=citedBy

U2 - 10.1039/c1ob05966a

DO - 10.1039/c1ob05966a

M3 - Article

C2 - 21931922

AN - SCOPUS:80053953751

SN - 1477-0520

VL - 9

SP - 7510

EP - 7516

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 21

ER -

Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 824118: Experimental Crystal Structure Determination

CCDC 824119: Experimental Crystal Structure Determination

引用此