Literature DB >> 18314999

Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex.

Yujiro Hayashi1, Hirofumi Yamaguchi, Maya Toyoshima, Kotaro Okado, Takumi Toyo, Mitsuru Shoji.   

Abstract

The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18314999     DOI： 10.1021/ol800195g

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


  9 in total

Review 1.  Synthetic Strategies Employed for the Construction of Fostriecin and Related Natural Products.

Authors:  Barry M Trost; Joshua D Knopf; Cheyenne S Brindle
Journal:  Chem Rev       Date:  2016-12-08       Impact factor: 60.622

2.  Total synthesis of fostriecin: via a regio- and stereoselective polyene hydration, oxidation, and hydroboration sequence.

Authors:  Dong Gao; George A O'Doherty
Journal:  Org Lett       Date:  2010-09-03       Impact factor: 6.005

3.  Total synthesis and absolute stereochemical assignment of kibdelone C.

Authors:  David L Sloman; Jeffrey W Bacon; John A Porco
Journal:  J Am Chem Soc       Date:  2011-06-15       Impact factor: 15.419

4.  Total and Formal Syntheses of Fostriecin.

Authors:  Gao Dong; Bohui Li; George O'Doherty
Journal:  Org Chem Front       Date:  2020-10-12       Impact factor: 5.281

Review 5.  De novo synthesis of natural products via the asymmetric hydration of polyenes.

Authors:  Yanping Wang; Yalan Xing; Qi Zhang; George A O'Doherty
Journal:  Chem Commun (Camb)       Date:  2011-05-11       Impact factor: 6.222

6.  Total synthesis and evaluation of phostriecin and key structural analogues.

Authors:  Christopher P Burke; Mark R Swingle; Richard E Honkanen; Dale L Boger
Journal:  J Org Chem       Date:  2010-07-29       Impact factor: 4.354

7.  Enantioselective synthesis of 2-methyl-1,2-syn- and 2-methyl-1,2-anti-3-butenediols via allene hydroboration-aldehyde allylboration reaction sequences.

Authors:  Ming Chen; Masaki Handa; William R Roush
Journal:  J Am Chem Soc       Date:  2009-10-21       Impact factor: 15.419

8.  Total synthesis, assignment of the relative and absolute stereochemistry, and structural reassignment of phostriecin (aka Sultriecin).

Authors:  Christopher P Burke; Nadia Haq; Dale L Boger
Journal:  J Am Chem Soc       Date:  2010-02-24       Impact factor: 15.419

9.  Enantiospecific Synthesis and Cytotoxicity Evaluation of Oximidine II Analogues.

Authors:  Christopher M Schneider; Wei Li; Kriangsak Khownium; Gerald H Lushington; Gunda I Georg
Journal:  ChemMedChem       Date:  2016-05-31       Impact factor: 3.466
  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.