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Literature DB >> 33463810

Ladderane Natural Products: From the Ground Up.

Abstract

The ladderane family of natural products are well known for their linearly concatenated cyclobutane skeletal structure. Owing to their unique carbocyclic framework, several chemical syntheses have been reported since their discovery in 2002. The focus of this review is to showcase the novel tactics that have been used to generate the ladderane core and the challenges that are associated with the synthesis of these unusual and complex natural products.

Entities: Chemical

Keywords: cycloaddition; fused ring systems; natural products; small ring systems; strained molecules

Mesh：

Substances：

Year: 2020 PMID： 33463810 PMCID： PMC7815957 DOI： 10.1002/chem.202002866

Source DB: PubMed Journal: Chemistry ISSN： 0947-6539 Impact factor: 5.020

31 in total

1. Step by step--from nonnatural to biological molecular ladders.

Authors: Henning Hopf
Journal: Angew Chem Int Ed Engl Date: 2003-06-30 Impact factor: 15.336

Review 2. The anammoxosome: an intracytoplasmic compartment in anammox bacteria.

Authors: Laura A van Niftrik; John A Fuerst; Jaap S Sinninghe Damsté; J Gijs Kuenen; Mike S M Jetten; Marc Strous
Journal: FEMS Microbiol Lett Date: 2004-04-01 Impact factor: 2.742

3. Catalytic enantioselective allenoate-alkene [2 + 2] cycloadditions.

Authors: Michael L Conner; Yao Xu; M Kevin Brown
Journal: J Am Chem Soc Date: 2015-03-10 Impact factor: 15.419

4. The cascade unzipping of ladderane reveals dynamic effects in mechanochemistry.

Authors: Zhixing Chen; Xiaolei Zhu; Jinghui Yang; Jaron A M Mercer; Noah Z Burns; Todd J Martinez; Yan Xia
Journal: Nat Chem Date: 2020-01-06 Impact factor: 24.427

5. Ladderane phospholipids form a densely packed membrane with normal hydrazine and anomalously low proton/hydroxide permeability.

Authors: Frank R Moss; Steven R Shuken; Jaron A M Mercer; Carolyn M Cohen; Thomas M Weiss; Steven G Boxer; Noah Z Burns
Journal: Proc Natl Acad Sci U S A Date: 2018-08-27 Impact factor: 11.205

6. Attack of radicals and protons on ladderane lipids: quantum chemical calculations and biological implications.

Authors: Dustin H Nouri; Dean J Tantillo
Journal: Org Biomol Chem Date: 2012-06-14 Impact factor: 3.876

7. Design and Preparation of New Palladium Precatalysts for C-C and C-N Cross-Coupling Reactions.

Authors: Nicholas C Bruno; Matthew T Tudge; Stephen L Buchwald
Journal: Chem Sci Date: 2013 Impact factor: 9.825

8. Iron-Nickel Dual-Catalysis: A New Engine for Olefin Functionalization and the Formation of Quaternary Centers.

Authors: Samantha A Green; Suhelen Vásquez-Céspedes; Ryan A Shenvi
Journal: J Am Chem Soc Date: 2018-07-26 Impact factor: 15.419

9. Synthesis of ent-[3]-Ladderanol: Development and Application of Intramolecular Chirality Transfer [2+2] Cycloadditions of Allenic Ketones and Alkenes.

Authors: Nathan J Line; Brittany P Witherspoon; Erin N Hancock; M Kevin Brown
Journal: J Am Chem Soc Date: 2017-10-06 Impact factor: 15.419