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2002 1
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Page 1
DABCO and Bu3P catalyzed [4 + 2] and [3 + 2] cycloadditions of 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate.
Wang Y, Yu ZH, Zheng HF, Shi DQ. Wang Y, et al. Org Biomol Chem. 2012 Oct 14;10(38):7739-46. doi: 10.1039/c2ob26300a. Org Biomol Chem. 2012. PMID: 22903632
DABCO-catalyzed [4 + 2] and Bu(3)P-catalyzed [3 + 2] cycloadditions between 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate were developed for the synthesis of dihydropyran-fused and cyclopenten-fused chromen-2-ones with high regio- and stereo-select …
DABCO-catalyzed [4 + 2] and Bu(3)P-catalyzed [3 + 2] cycloadditions between 3-acyl-2H-chromen-ones and ethyl 2,3-but …
Beyond the aza-Morita-Baylis-Hillman reaction: Lewis base-catalyzed reactions of N-Boc-imines with ethyl 2,3-butadienoate.
Guan XY, Wei Y, Shi M. Guan XY, et al. J Org Chem. 2009 Aug 21;74(16):6343-6. doi: 10.1021/jo9008832. J Org Chem. 2009. PMID: 19624114
Lewis base catalyzed reactions of N-Boc-imines and ethyl 2,3-butadienoate were investigated systematically. The normal aza-Morita-Bylis-Hillman products were obtained in good to excellent yields catalyzed by DABCO. ...
Lewis base catalyzed reactions of N-Boc-imines and ethyl 2,3-butadienoate were investigated systematically. The …
[3+2] regioselective annulation reaction of 2-arylidene-1,3-indandiones towards synthesis of spirocyclopentenes: understanding the mechanism of γ-attack vs. α-attack using DFT studies.
Anwar S, Lin LT, Srinivasadesikan V, Gudise VB, Chen K. Anwar S, et al. RSC Adv. 2021 Dec 1;11(61):38648-38653. doi: 10.1039/d1ra07165c. eCollection 2021 Nov 29. RSC Adv. 2021. PMID: 35493224 Free PMC article.
A regioselective [3+2] cyclisation reaction between 2-arylidene-1,3-indanedione and ethyl 2,3-butadienoate catalysed by triphenylphosphine has been demonstrated to synthesize functionalised spirocyclic cyclopentenes. ...
A regioselective [3+2] cyclisation reaction between 2-arylidene-1,3-indanedione and ethyl 2,3-butadienoate catal …
Abnormal aza-Baylis-Hillman reaction of N-tosylated imines with ethyl 2,3-butadienoate and penta-3,4-dien-2-one.
Zhao GL, Huang JW, Shi M. Zhao GL, et al. Org Lett. 2003 Nov 27;5(24):4737-9. doi: 10.1021/ol0359416. Org Lett. 2003. PMID: 14627428
[reaction: see text] The attempted aza-Baylis-Hillman reaction of N-tosylated imines with ethyl 2,3-butadienoate or penta-3,4-dien-2-one gave azetidine derivatives in the presence of DABCO. ...
[reaction: see text] The attempted aza-Baylis-Hillman reaction of N-tosylated imines with ethyl 2,3-butadienoate …
Development of a formal catalytic asymmetric [4+2] addition of ethyl-2,3-butadienoate with acyclic enones.
Ashtekar KD, Staples RJ, Borhan B. Ashtekar KD, et al. Org Lett. 2011 Nov 4;13(21):5732-5. doi: 10.1021/ol202301f. Epub 2011 Oct 4. Org Lett. 2011. PMID: 21970616
Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to pr …
Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial n …
Phosphine-catalyzed annulations of azomethine imines: allene-dependent [3 + 2], [3 + 3], [4 + 3], and [3 + 2 + 3] pathways.
Na R, Jing C, Xu Q, Jiang H, Wu X, Shi J, Zhong J, Wang M, Benitez D, Tkatchouk E, Goddard WA, Guo H, Kwon O. Na R, et al. J Am Chem Soc. 2011 Aug 31;133(34):13337-48. doi: 10.1021/ja200231v. Epub 2011 Aug 3. J Am Chem Soc. 2011. PMID: 21812448 Free PMC article.
A zwitterionic intermediate formed from a phosphine and two molecules of ethyl 2,3-butadienoate acted as a 1,5-dipole in the annulations of azomethine imines, leading to the [3 + 2 + 3] tetrahydropyrazolo-diazocinone products. ...
A zwitterionic intermediate formed from a phosphine and two molecules of ethyl 2,3-butadienoate acted as a 1,5-d …
Highly regioselective construction of spirocycles via phosphine-catalyzed [3 + 2]-cycloaddition.
Du Y, Lu X, Yu Y. Du Y, et al. J Org Chem. 2002 Dec 13;67(25):8901-5. doi: 10.1021/jo026111t. J Org Chem. 2002. PMID: 12467406
A direct entry to spirocycles with low to moderate regioselectivity was achieved by triphenylphosphine-catalyzed [3 + 2]-cycloaddition of active exo-methylenecycles (1) and ethyl 2,3-butadienoate (2). The regioselectivity of the reaction was greatly im …
A direct entry to spirocycles with low to moderate regioselectivity was achieved by triphenylphosphine-catalyzed [3 + 2]-cycloaddition of ac …
Design and Synthesis of Flavonoidal Ethers and Their Anti-Cancer Activity In Vitro.
Jin L, Wang ML, Lv Y, Zeng XY, Chen C, Ren H, Luo H, Pan WD. Jin L, et al. Molecules. 2019 May 6;24(9):1749. doi: 10.3390/molecules24091749. Molecules. 2019. PMID: 31064088 Free PMC article.
Herein, we report a strategy to increase the drugability of flavonoids by constructing C(sp(2))-O bonds and stereo- as well as regioselective alkenylation of hydroxyl groups of flavonoids with ethyl-2,3-butadienoate allenes. Twenty-three modified flavo …
Herein, we report a strategy to increase the drugability of flavonoids by constructing C(sp(2))-O bonds and stereo- as well as regioselectiv …
Multicomponent reaction to construct spirocyclic oxindoles with a Michael (triple Michael)/cyclization cascade sequence as the key step.
Li J, Wang N, Li C, Jia X. Li J, et al. Chemistry. 2012 Jul 27;18(31):9645-50. doi: 10.1002/chem.201104071. Epub 2012 Jul 2. Chemistry. 2012. PMID: 22815218
This reaction, which does not require the aid of any catalyst, allows the efficient syntheses of spirocyclic oxindoles with excellent regioselectivity. Reactions with ethyl 2,3-butadienoate and various structurally diverse alpha- and gamma-substituted …
This reaction, which does not require the aid of any catalyst, allows the efficient syntheses of spirocyclic oxindoles with excellent regios …
17 results