帕塔西斯-硼代曼尼希多组分反应中的硼酸及硼酸酯 - Suppr

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Boronic acids and esters in the Petasis-borono Mannich multicomponent reaction.

作者信息

Candeias Nuno R, Montalbano Francesco, Cal Pedro M S D, Gois Pedro M P

机构信息

iMed.UL, Faculdade de Farmácia da Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal.

出版信息

Chem Rev. 2010 Oct 13;110(10):6169-93. doi: 10.1021/cr100108k.

DOI:10.1021/cr100108k

PMID:20677749

Abstract

摘要

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Boronic acids and esters in the Petasis-borono Mannich multicomponent reaction.

作者信息

Candeias Nuno R, Montalbano Francesco, Cal Pedro M S D, Gois Pedro M P

机构信息

iMed.UL, Faculdade de Farmácia da Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-003 Lisboa, Portugal.

出版信息

Chem Rev. 2010 Oct 13;110(10):6169-93. doi: 10.1021/cr100108k.

DOI:10.1021/cr100108k

PMID:20677749

Abstract

摘要

相似文献

Boronic acids and esters in the Petasis-borono Mannich multicomponent reaction.

Chem Rev. 2010 Oct 13;110(10):6169-93. doi: 10.1021/cr100108k.

Lewis acid promoted highly diastereoselective Petasis Borono-Mannich reaction: efficient synthesis of optically active β,γ-unsaturated α-amino acids.

Org Lett. 2012 Apr 20;14(8):2062-5. doi: 10.1021/ol300581n. Epub 2012 Apr 5.

Conformationally stable peptide macrocycles assembled using the Petasis borono-Mannich reaction.

Chem Commun (Camb). 2019 Aug 29;55(71):10567-10570. doi: 10.1039/c9cc05934b.

Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols.

Angew Chem Int Ed Engl. 2017 Feb 1;56(6):1544-1548. doi: 10.1002/anie.201611332. Epub 2017 Jan 4.

A copper-catalyzed Petasis reaction for the synthesis of tertiary amines and amino esters.

J Org Chem. 2012 May 4;77(9):4445-9. doi: 10.1021/jo3003503. Epub 2012 Apr 23.

Glycerol as an efficient medium for the petasis borono-mannich reaction.

ChemistryOpen. 2015 Feb;4(1):39-46. doi: 10.1002/open.201402066. Epub 2014 Oct 18.

Palladium-catalyzed synthesis of enantiomerically pure alpha-substituted allylboronic esters and their addition to aldehydes.

J Org Chem. 2010 Aug 20;75(16):5580-9. doi: 10.1021/jo1008959.

Highly diastereo- and enantioselective allylboration of aldehydes using α-substituted allyl/crotyl pinacol boronic esters via in situ generated borinic esters.

J Am Chem Soc. 2013 Apr 10;135(14):5316-9. doi: 10.1021/ja401564z. Epub 2013 Mar 27.

Catalytic diastereoselective petasis reactions.

Angew Chem Int Ed Engl. 2011 Aug 22;50(35):8172-5. doi: 10.1002/anie.201103271. Epub 2011 Jul 12.

A nickel catalyst for the addition of organoboronate esters to ketones and aldehydes.

Org Lett. 2009 Oct 1;11(19):4410-3. doi: 10.1021/ol9017613.

引用本文的文献

Diastereoselective arylation of bis-lactim ethers catalyzed by -coordinating ylide-functionalized phosphine (NYPhos).

Chem Sci. 2025 Jun 30;16(31):14152-14160. doi: 10.1039/d5sc02814k. eCollection 2025 Aug 6.

Intercepting an avoided α-iminol rearrangement with a Petasis reaction for the synthesis of 2,3-diaryl substituted indoles.

Commun Chem. 2025 May 15;8(1):152. doi: 10.1038/s42004-025-01528-9.

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Adv Sci (Weinh). 2025 May;12(18):e2403437. doi: 10.1002/advs.202403437. Epub 2025 Mar 10.

The Petasis Reaction: Applications and Organic Synthesis-A Comprehensive Review.

Top Curr Chem (Cham). 2025 Jan 25;383(1):7. doi: 10.1007/s41061-025-00491-2.

Halogenation-induced C-N bond activation enables the synthesis of 1,2--aryl furanosides deaminative cyclization.

Chem Sci. 2024 Dec 2;16(1):410-417. doi: 10.1039/d4sc07410f. eCollection 2024 Dec 18.

Atomically precise copper clusters with dual sites for highly chemoselective and efficient hydroboration.

Nat Commun. 2024 Nov 5;15(1):9551. doi: 10.1038/s41467-024-53950-7.

Ni(II)-catalyzed asymmetric alkenylation and arylation of aryl ketones with organoborons via 1,5-metalate shift.

Nat Commun. 2024 Oct 10;15(1):8775. doi: 10.1038/s41467-024-53005-x.

Strategies for the Development of Asymmetric and Non-Directed Petasis Reactions.

Chemistry. 2024 Sep 2;30(49):e202401936. doi: 10.1002/chem.202401936. Epub 2024 Aug 12.

Peptide Boronic Acids by Late-Stage Hydroboration on the Solid Phase.

Adv Sci (Weinh). 2024 Jul;11(28):e2400640. doi: 10.1002/advs.202400640. Epub 2024 May 29.

Synthesis of Novel Diphenyl Ether-Based Bis-Heterocycles as Novel Hybrid Molecules via Michael and Other Cyclocondensation Reactions.

ACS Omega. 2024 Jan 5;9(3):4073-4084. doi: 10.1021/acsomega.3c09081. eCollection 2024 Jan 23.