Literature DB >> 27079820

Total Synthesis of Cryptocaryol A by Enantioselective Iridium-Catalyzed Alcohol C-H Allylation.

Felix Perez1, Andrew R Waldeck1, Michael J Krische2.   

Abstract

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.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  enantioselective synthesis; iridium; polyketide; total synthesis; transfer hydrogenation

Mesh：

Substances：

Year:  2016        PMID： 27079820      PMCID： PMC4834877          DOI： 10.1002/anie.201600591

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  50 in total

1.  Concise formal synthesis of (+)-neopeltolide.

Authors:  Zhen Yang; Bingbin Zhang; Gaoyuan Zhao; Juan Yang; Xingang Xie; Xuegong She
Journal:  Org Lett       Date:  2011-10-13       Impact factor: 6.005

2.  The transformation suppressor Pdcd4 is a novel eukaryotic translation initiation factor 4A binding protein that inhibits translation.

Authors:  Hsin-Sheng Yang; Aaron P Jansen; Anton A Komar; Xiaojing Zheng; William C Merrick; Sylvain Costes; Stephen J Lockett; Nahum Sonenberg; Nancy H Colburn
Journal:  Mol Cell Biol       Date:  2003-01       Impact factor: 4.272

Review 3.  Lessons from the synthetic chemist nature.

Authors:  Gerrit Jürjens; Andreas Kirschning; David A Candito
Journal:  Nat Prod Rep       Date:  2015-05       Impact factor: 13.423

4.  Total Synthesis and Tentative Structural Elucidation of Cryptomoscatone E3: Interplay of Experimental and Computational Studies.

Authors:  Luiz F T Novaes; Ariel M Sarotti; Ronaldo A Pilli
Journal:  J Org Chem       Date:  2015-11-18       Impact factor: 4.354

5.  A concise, phosphate-mediated approach to the total synthesis of (-)-tetrahydrolipstatin.

Authors:  Phanindra K M Venukadasula; Rambabu Chegondi; Soma Maitra; Paul R Hanson
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

6.  Total synthesis of bryostatin 7 via C-C bond-forming hydrogenation.

Authors:  Yu Lu; Sang Kook Woo; Michael J Krische
Journal:  J Am Chem Soc       Date:  2011-08-11       Impact factor: 15.419

7.  MicroRNA-21 down-regulates the expression of tumor suppressor PDCD4 in human glioblastoma cell T98G.

Authors:  Yang Chen; Wei Liu; Tengfei Chao; Yu Zhang; Xingqi Yan; Yanhua Gong; Boqin Qiang; Jiangang Yuan; Maosheng Sun; Xiaozhong Peng
Journal:  Cancer Lett       Date:  2008-11-13       Impact factor: 8.679

8.  A general and efficient catalyst system for a Wacker-type oxidation using TBHP as the terminal oxidant: application to classically challenging substrates.

Authors:  Brian W Michel; Andrew M Camelio; Candace N Cornell; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2009-05-06       Impact factor: 15.419

9.  1,5-asymmetric induction in boron-mediated beta-alkoxy methyl ketone aldol addition reactions.

Authors:  David A Evans; Bernard Côté; Paul J Coleman; Brian T Connell
Journal:  J Am Chem Soc       Date:  2003-09-10       Impact factor: 15.419

10.  Helicobacter pylori promotes epithelial-mesenchymal transition in gastric cancer by downregulating programmed cell death protein 4 (PDCD4).

Authors:  Han Yu; Jiping Zeng; Xiuming Liang; Wenfu Wang; Yabin Zhou; Yundong Sun; Shili Liu; Wenjuan Li; Chunyan Chen; Jihui Jia
Journal:  PLoS One       Date:  2014-08-21       Impact factor: 3.240
View more
  1 in total

Review 1.  Feedstock Reagents in Metal-Catalyzed Carbonyl Reductive Coupling: Minimizing Preactivation for Efficiency in Target-Oriented Synthesis.

Authors:  Rosalie S Doerksen; Cole C Meyer; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-26       Impact factor: 15.336
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.