Literature DB >> 30774926

Correction: Enantioselective, convergent synthesis of the ineleganolide core by a tandem annulation cascade.

Robert A Craig1, Jennifer L Roizen1, Russell C Smith1, Amanda C Jones1, Scott C Virgil1, Brian M Stoltz1.   

Abstract

[This corrects the article DOI: 10.1039/C6SC03347D.].

Entities:  

Year:  2019        PMID: 30774926      PMCID: PMC6349058          DOI: 10.1039/c8sc90236d

Source DB:  PubMed          Journal:  Chem Sci        ISSN: 2041-6520            Impact factor:   9.825


Since publication of the original manuscript, the authors have carried out some additional research and can now unambiguously confirm the reassignment of a few late-stage, intermediate compounds that were incorrectly assigned in the original manuscript. Specifically, they have obtained an X-ray structure of the product of Amberlyst® treatment of the mixture of compounds 32 and S2 and the product obtained is epimeric at C7. To avoid confusion, this new product is called product . An updated and corrected Scheme 5 is provided below.
Scheme 1

Synthesis of ent-isoineleganolide A (29) and X-ray crystal structure of ent-epi-isoineleganolide B ().

Additional Supplementary Information is provided, containing details of the newly solved X-ray crystal structure. For a complete discussion, please see the authors’ recently published account of their research program toward the enantioselective synthesis of ineleganolide.1 The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers. Click here for additional data file. Click here for additional data file.
  1 in total

1.  Development of a Unified Enantioselective, Convergent Synthetic Approach Toward the Furanobutenolide-Derived Polycyclic Norcembranoid Diterpenes: Asymmetric Formation of the Polycyclic Norditerpenoid Carbocyclic Core by Tandem Annulation Cascade.

Authors:  Robert A Craig; Russell C Smith; Jennifer L Roizen; Amanda C Jones; Scott C Virgil; Brian M Stoltz
Journal:  J Org Chem       Date:  2018-03-19       Impact factor: 4.354

  1 in total
  1 in total

1.  Synthetic strategy toward ineleganolide: A cautionary tale.

Authors:  Alexander Q Cusumano; K N Houk; Brian M Stoltz
Journal:  Tetrahedron       Date:  2021-06-23       Impact factor: 2.388

  1 in total

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