The recent total syntheses of cryptocaryols A and B are reviewed. These efforts include the correction of the initially assigned absolute and relative stereochemistry of this class of natural products. In addition to enabling the initial structure activity relationships for this class of natural products, these syntheses demonstrated the practical utility of several novel synthetic approaches.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c8cc00482j | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Correction: The asymmetric syntheses of cryptocaryols A and B.
Chem Commun (Camb)
June 2018
Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA.
Correction for 'The asymmetric syntheses of cryptocaryols A and B' by Alhanouf Zakaria Aljahdali et al., Chem. Commun.
View Article and Find Full Text PDFThe asymmetric syntheses of cryptocaryols A and B.
Chem Commun (Camb)
April 2018
Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA 02115, USA.
The recent total syntheses of cryptocaryols A and B are reviewed. These efforts include the correction of the initially assigned absolute and relative stereochemistry of this class of natural products. In addition to enabling the initial structure activity relationships for this class of natural products, these syntheses demonstrated the practical utility of several novel synthetic approaches.
View Article and Find Full Text PDFTotal Synthesis of Cryptocaryol A by Enantioselective Iridium-Catalyzed Alcohol C-H Allylation.
Angew Chem Int Ed Engl
April 2016
University of Texas at Austin, Department of Chemistry, 105 E 24th St. (A5300), Austin, TX, 78712-1167, USA.
The polyketide natural product cryptocaryol A is prepared in 8 steps via iridium catalyzed enantioselective diol double C-H allylation, which directly generates an acetate-based triketide stereodiad. In 4 previously reported total syntheses, 17-28 steps were required.
View Article and Find Full Text PDFCryptocaryols A and B: total syntheses, stereochemical revision, structure elucidation, and structure-activity relationship.
J Am Chem Soc
June 2013
Department of Chemistry and Chemical Biology, Northeastern University, Boston, Massachusetts 02115, United States.
The first total syntheses and structural elucidation of cryptocaryol A and cryptocaryol B were achieved in 23 and 25 linear steps, respectively. The synthesis relied on the use of a key pseudo-Cs symmetric pentaol intermediate, which in a stereochemically divergent manner was converted into either enantiomer as well as diastereomers. This synthetic effort enabled the first structure-activity relationships of this class of PDCD4 stabilizing natural products.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!