Base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones: A mild approach to basiliolide B

Xiongfei Zhou; Wanqing Wu; Xiaozu Liu; Chi Sing Lee

doi:10.1021/ol8022787

Base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones: A mild approach to basiliolide B

Xiongfei Zhou
, Wanqing Wu
, Xiaozu Liu
, Chi Sing Lee^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Letter › peer-review

55 Citations (Scopus)

Abstract

(Chemical Equation Presented) A new class of base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones has been developed using catalytic amount of dicyclohexylmethylamine in tert-butyl alcohol. This method has been successfully employed for construction of the tricyclic core of basiliolide B at room temperature with good yields and exclusive endo selectivity.

Original language	English
Pages (from-to)	5525-5528
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	24
Early online date	18 Nov 2008
DOIs	https://doi.org/10.1021/ol8022787
Publication status	Published - 18 Dec 2008

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SDG 9 Industry, Innovation, and Infrastructure

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10.1021/ol8022787

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@article{84a00cb253134ca79818e2ea4442947e,

title = "Base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones: A mild approach to basiliolide B",

abstract = "(Chemical Equation Presented) A new class of base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones has been developed using catalytic amount of dicyclohexylmethylamine in tert-butyl alcohol. This method has been successfully employed for construction of the tricyclic core of basiliolide B at room temperature with good yields and exclusive endo selectivity.",

author = "Xiongfei Zhou and Wanqing Wu and Xiaozu Liu and Lee, \{Chi Sing\}",

note = "Financial support for this research project from the Guangdong Natural Science Foundation (Grant No. 07009179) and the Shenzhen Graduate School of Peking University is gratefully acknowledged. Publisher Copyright: {\textcopyright} 2008 American Chemical Society",

year = "2008",

month = dec,

day = "18",

doi = "10.1021/ol8022787",

language = "English",

volume = "10",

pages = "5525--5528",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones

T2 - A mild approach to basiliolide B

AU - Zhou, Xiongfei

AU - Wu, Wanqing

AU - Liu, Xiaozu

AU - Lee, Chi Sing

N1 - Financial support for this research project from the Guangdong Natural Science Foundation (Grant No. 07009179) and the Shenzhen Graduate School of Peking University is gratefully acknowledged. Publisher Copyright: © 2008 American Chemical Society

PY - 2008/12/18

Y1 - 2008/12/18

N2 - (Chemical Equation Presented) A new class of base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones has been developed using catalytic amount of dicyclohexylmethylamine in tert-butyl alcohol. This method has been successfully employed for construction of the tricyclic core of basiliolide B at room temperature with good yields and exclusive endo selectivity.

AB - (Chemical Equation Presented) A new class of base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones has been developed using catalytic amount of dicyclohexylmethylamine in tert-butyl alcohol. This method has been successfully employed for construction of the tricyclic core of basiliolide B at room temperature with good yields and exclusive endo selectivity.

UR - https://www.scopus.com/pages/publications/60949106435

UR - https://pubs.acs.org/doi/10.1021/ol8022787

U2 - 10.1021/ol8022787

DO - 10.1021/ol8022787

M3 - Letter

C2 - 19053740

AN - SCOPUS:60949106435

SN - 1523-7060

VL - 10

SP - 5525

EP - 5528

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Base-catalyzed Diels-Alder reactions of 2H-pyran-2,5-diones: A mild approach to basiliolide B

Abstract

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