Literature DB >> 22553903

Total synthesis of (±)-sorocenol B employing nanoparticle catalysis.

Huan Cong1, John A Porco.   

Abstract

The total synthesis of (±)-sorocenol B has been accomplished featuring key steps including silver nanoparticle (AgNP)-catalyzed Diels-Alder cycloaddition and late-stage Pd(II)-catalyzed oxidative cyclization. The synthetic natural product exhibited low micromolar cytotoxic activity against a number of human cancer cell lines.

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Year:  2012        PMID: 22553903      PMCID: PMC3434240          DOI: 10.1021/ol300800r

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  15 in total

1.  Palladium-catalyzed oxidative wacker cyclizations in nonpolar organic solvents with molecular oxygen: a stepping stone to asymmetric aerobic cyclizations.

Authors:  Raissa M Trend; Yeeman K Ramtohul; Eric M Ferreira; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2003-06-30       Impact factor: 15.336

2.  Silver nanoparticle-catalyzed Diels-Alder cycloadditions of 2'-hydroxychalcones.

Authors:  Huan Cong; Clinton F Becker; Sean J Elliott; Mark W Grinstaff; John A Porco
Journal:  J Am Chem Soc       Date:  2010-06-02       Impact factor: 15.419

3.  C-H functionalization logic in total synthesis.

Authors:  Will R Gutekunst; Phil S Baran
Journal:  Chem Soc Rev       Date:  2011-02-07       Impact factor: 54.564

4.  Chemical Synthesis of Complex Molecules Using Nanoparticle Catalysis.

Authors:  Huan Cong; John A Porco
Journal:  ACS Catal       Date:  2012-01-01       Impact factor: 13.084

5.  Oxidative cyclizations in a nonpolar solvent using molecular oxygen and studies on the stereochemistry of oxypalladation.

Authors:  Raissa M Trend; Yeeman K Ramtohul; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2005-12-21       Impact factor: 15.419

6.  DPPH radical scavenging reaction of hydroxy- and methoxychalcones.

Authors:  Jun Nishida; Jun Kawabata
Journal:  Biosci Biotechnol Biochem       Date:  2006-01       Impact factor: 2.043

7.  Five new diels-alder type adducts from the stem and root bark of Morus mongolica.

Authors:  Jie Kang; Ruo-Yun Chen; De-Quan Yu
Journal:  Planta Med       Date:  2006-01       Impact factor: 3.352

8.  Mulberry Diels-Alder adducts: synthesis of chalcomoracin and mulberrofuran C methyl ethers.

Authors:  Christian Gunawan; Mark A Rizzacasa
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

9.  Ligand-enabled reactivity and selectivity in a synthetically versatile aryl C-H olefination.

Authors:  Dong-Hui Wang; Keary M Engle; Bing-Feng Shi; Jin-Quan Yu
Journal:  Science       Date:  2009-11-26       Impact factor: 47.728

10.  Cross-dehydrogenative coupling (CDC): exploring C-C bond formations beyond functional group transformations.

Authors:  Chao-Jun Li
Journal:  Acc Chem Res       Date:  2009-02-17       Impact factor: 22.384

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  5 in total

Review 1.  Mulberry Diels-Alder-type adducts: isolation, structure, bioactivity, and synthesis.

Authors:  Si-Yuan Luo; Jun-Yu Zhu; Ming-Feng Zou; Sheng Yin; Gui-Hua Tang
Journal:  Nat Prod Bioprospect       Date:  2022-09-02

Review 2.  A decennary update on applications of metal nanoparticles (MNPs) in the synthesis of nitrogen- and oxygen-containing heterocyclic scaffolds.

Authors:  Tejas M Dhameliya; Hiren A Donga; Punit V Vaghela; Bhoomi G Panchal; Dipen K Sureja; Kunjan B Bodiwala; Mahesh T Chhabria
Journal:  RSC Adv       Date:  2020-09-03       Impact factor: 4.036

3.  Asymmetric Syntheses of the Flavonoid Diels-Alder Natural Products Sanggenons C and O.

Authors:  Chao Qi; Yuan Xiong; Vincent Eschenbrenner-Lux; Huan Cong; John A Porco
Journal:  J Am Chem Soc       Date:  2016-01-19       Impact factor: 15.419

4.  Biomimetic dehydrogenative Diels-Alder cycloadditions: total syntheses of brosimones A and B.

Authors:  Chao Qi; Huan Cong; Katharine J Cahill; Peter Müller; Richard P Johnson; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-01       Impact factor: 15.336

5.  Total synthesis and stereochemical assignment of (±)-sorbiterrin A.

Authors:  Chao Qi; Tian Qin; Daisuke Suzuki; John A Porco
Journal:  J Am Chem Soc       Date:  2014-02-24       Impact factor: 15.419

  5 in total

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