Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 CpRuIIPF6/quinaldic acid-catalyzed chemoselective allyl ether cleavage. A simple and practical method for hydroxyl deprotection.

Literature DB >> 15151436

CpRuIIPF6/quinaldic acid-catalyzed chemoselective allyl ether cleavage. A simple and practical method for hydroxyl deprotection.

Shinji Tanaka¹, Hajime Saburi, Yoshitaka Ishibashi, Masato Kitamura.

Abstract

A cationic CpRu(II) complex in combination with quinaldic acid shows high reactivity and chemoselectivity for the catalytic deprotection of hydroxyl groups protected as allyl ethers. The catalyst operates in alcoholic solvents without the need for any additional nucleophiles, satisfying the practical requirements of operational simplicity, safety, and environmental friendliness. The wide applicability of this deprotection strategy to a variety of multifunctional molecules, including peptides and nucleosides, may provide new opportunities in protective group chemistry. [structure: see text]

Entities: Chemical

Year: 2004 PMID： 15151436 DOI： 10.1021/ol0493397

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

Keyword Cloud
Cited

12 in total

1. Triple-helical transition state analogues: a new class of selective matrix metalloproteinase inhibitors.

Authors: Janelle Lauer-Fields; Keith Brew; John K Whitehead; Shunzi Li; Robert P Hammer; Gregg B Fields
Journal: J Am Chem Soc Date: 2007-08-02 Impact factor: 15.419

Review 2. Synthetic glycosylphosphatidylinositol (GPI) anchors: how these complex molecules have been made.

Authors: Andrei V Nikolaev; Nawaf Al-Maharik
Journal: Nat Prod Rep Date: 2011-03-30 Impact factor: 13.423

3. Application of a new phosphorus-free palladium heterogeneous nanocatalyst supported on modified MWCNT the highly selective and efficient cleavage of propargyl, allyl, and benzyl phenol ethers under mild conditions.

Authors: Hashem Sharghi; Abbas Khoshnood; Reza Khalifeh; Mohammad Mehdi Doroodmand
Journal: Mol Divers Date: 2015-04-17 Impact factor: 2.943

4. Synthesis of a Glycosylphosphatidylinositol Anchor Derived from Leishmania donovani That Can Be Functionalized by Cu-Catalyzed Azide-Alkyne Cycloadditions.

Authors: Ning Ding; Xiuru Li; Zoeisha S Chinoy; Geert-Jan Boons
Journal: Org Lett Date: 2017-07-11 Impact factor: 6.005

5. Synthesis and evaluation of N^α,N^ε-diacetyl-l-lysine-inositol conjugates as cancer-selective probes for metabolic engineering of GPIs and GPI-anchored proteins.

Authors: Mohit Jaiswal; Sanyong Zhu; Wenjie Jiang; Zhongwu Guo
Journal: Org Biomol Chem Date: 2020-04-15 Impact factor: 3.876

10. Bioorthogonal Catalysis: A General Method To Evaluate Metal-Catalyzed Reactions in Real Time in Living Systems Using a Cellular Luciferase Reporter System.

Authors: Hsiao-Tieh Hsu; Brian M Trantow; Robert M Waymouth; Paul A Wender
Journal: Bioconjug Chem Date: 2015-09-25 Impact factor: 4.774

CpRuIIPF6/quinaldic acid-catalyzed chemoselective allyl ether cleavage. A simple and practical method for hydroxyl deprotection.

1. Triple-helical transition state analogues: a new class of selective matrix metalloproteinase inhibitors.

Review 2. Synthetic glycosylphosphatidylinositol (GPI) anchors: how these complex molecules have been made.

3. Application of a new phosphorus-free palladium heterogeneous nanocatalyst supported on modified MWCNT the highly selective and efficient cleavage of propargyl, allyl, and benzyl phenol ethers under mild conditions.

4. Synthesis of a Glycosylphosphatidylinositol Anchor Derived from Leishmania donovani That Can Be Functionalized by Cu-Catalyzed Azide-Alkyne Cycloadditions.

5. Synthesis and evaluation of N^α,N^ε-diacetyl-l-lysine-inositol conjugates as cancer-selective probes for metabolic engineering of GPIs and GPI-anchored proteins.

Review 6. Chemical Synthesis of Cell Wall Constituents of Mycobacterium tuberculosis.

Review 7. Artificial Organelles: Towards Adding or Restoring Intracellular Activity.

8. A comparative study of the Au-catalyzed cyclization of hydroxy-substituted allylic alcohols and ethers.

9. Transition metal catalysis in the mitochondria of living cells.

10. Bioorthogonal Catalysis: A General Method To Evaluate Metal-Catalyzed Reactions in Real Time in Living Systems Using a Cellular Luciferase Reporter System.