Literature DB >> 18393520

Application of a domino Friedel-Crafts acylation/alkylation reaction to the formal syntheses of (+/-)-taiwaniaquinol B and (+/-)-dichroanone.

Shouchu Tang1, Yanfen Xu, Jinmei He, Yongping He, Jiyue Zheng, Xinfu Pan, Xuegong She.   

Abstract

An efficient acid-promoted domino Friedel-Crafts (FC) acylation/alkylation reaction has been developed for the construction of the core 6,5,6-ABC tricyclic skeleton of taiwaniaquinoids. The formal total syntheses of diterpenoids (+/-)-taiwaniaquinol B and (+/-)-dichroanone based on this strategy have been achieved.

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Year:  2008        PMID： 18393520     DOI： 10.1021/ol800513v

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


  4 in total

1.  Enantioselective total syntheses of (-)-taiwaniaquinone H and (-)-taiwaniaquinol B by iridium-catalyzed borylation and palladium-catalyzed asymmetric α-arylation.

Authors:  Xuebin Liao; Levi M Stanley; John F Hartwig
Journal:  J Am Chem Soc       Date:  2011-01-26       Impact factor: 15.419

Review 2.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

3.  A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta-Arylphenols.

Authors:  Junfei Luo; Sara Preciado; Solomon Olatokunbo Araromi; Igor Larrosa
Journal:  Chem Asian J       Date:  2015-06-25

4.  A catalytic, enantioselective formal synthesis of (+)-dichroanone and (+)-taiwaniaquinone H.

Authors:  Samantha E Shockley; Jeffrey C Holder; Brian M Stoltz
Journal:  Org Lett       Date:  2014-12-09       Impact factor: 6.005
  4 in total

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