Literature DB >> 26836947

Synthetic Study of Rubriflordilactone B: Highly Stereoselective Construction of the C-5-epi ABCDE Ring System.

Yong Wang1, Zhongle Li1, Liangbo Lv1, Zhixiang Xie1.   

Abstract

A highly stereocontrolled construction of the C-5-epi ABCDE-ring system of rubriflordilactone B has been developed. The present synthesis features a convergent strategy to construct the C-5-epi AB-ring utilizing Mukaiyama-Michael reaction and forge the CDE ring in one step using intramolecular [2 + 2 + 2] cycloaddition of triynes.

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Year:  2016        PMID: 26836947     DOI: 10.1021/acs.orglett.6b00057

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


  5 in total

Review 1.  Catalytic Asymmetric Synthesis of Butenolides and Butyrolactones.

Authors:  Bin Mao; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Chem Rev       Date:  2017-06-22       Impact factor: 60.622

2.  Streamlined Catalytic Enantioselective Synthesis of α-Substituted β,γ-Unsaturated Ketones and Either of the Corresponding Tertiary Homoallylic Alcohol Diastereomers.

Authors:  Juan Del Pozo; Shaochen Zhang; Filippo Romiti; Shibo Xu; Ryan P Conger; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2020-10-05       Impact factor: 15.419

3.  Total syntheses of schilancidilactones A and B, schilancitrilactone A, and 20-epi-schilancitrilactone A via late-stage nickel-catalyzed cross coupling.

Authors:  Hengtao Wang; Xiunan Zhang; Pingping Tang
Journal:  Chem Sci       Date:  2017-08-30       Impact factor: 9.825

4.  Convergent Total Syntheses of (-)-Rubriflordilactone B and (-)-pseudo-Rubriflordilactone B.

Authors:  Mujahid Mohammad; Venkaiah Chintalapudi; Jeffrey M Carney; Steven J Mansfield; Pollyanna Sanderson; Kirsten E Christensen; Edward A Anderson
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-31       Impact factor: 15.336

5.  Total Synthesis of the Schisandraceae Nortriterpenoid Rubriflordilactone A.

Authors:  Guilhem Chaubet; Shermin S Goh; Mujahid Mohammad; Birgit Gockel; Marie-Caroline A Cordonnier; Hannah Baars; Andrew W Phillips; Edward A Anderson
Journal:  Chemistry       Date:  2017-09-08       Impact factor: 5.236

  5 in total

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