Synthetic studies toward the pyran core and the amide side chain of psymberin

No abstract is available for this paper.

• Publication year

  2008

• Venue

  Tetrahedron Letters

• Publication date

  2008-10-13

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1016/J.TETLET.2008.07.170
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Synthesis of seco-psymberin/irciniastatin A: the discovery of a novel PhI(OAc)2 mediated cascade cyclization reaction

  2008cited by this paper
• The total synthesis of psymberin.

  2007cited by this paper
• Total synthesis of pederin.

  2007cited by this paper
• Synthesis of psymberin analogues: probing a functional correlation with the pederin/mycalamide family of natural products.

  2007cited by this paper
• A formal synthesis of psymberin.

  2007cited by this paper
• Catalytic enantioselective three-component hetero-[4+2] cycloaddition/allylboration approach to alpha-hydroxyalkyl pyrans: scope, limitations, and mechanistic proposal.

  2006cited by this paper
• Concise and stereoselective synthesis of the N7-C25 fragment of psymberin.

  2005cited by this paper
• Stereochemical assignment of the C1-C6 fragment of psymberin by synthesis and natural product degradation.

  2005cited by this paper
• Synthesis and complete stereochemical assignment of psymberin/irciniastatin A.

  2005cited by this paper
• Catalytic asymmetric synthesis of a potent thiomarinol antibiotic.

  2005cited by this paper
• Configuration of the psymberin amide side chain.

  2005cited by this paper
• Antineoplastic agents. 520. Isolation and structure of irciniastatins A and B from the Indo-Pacific marine sponge Ircinia ramosa.

  2004cited by this paper
• Psymberin, a potent sponge-derived cytotoxin from Psammocinia distantly related to the pederin family.

  2004cited by this paper
• Lewis acids catalyze the addition of allylboronates to aldehydes by electrophilic activation of the dioxaborolane in a closed transition structure.

  2004cited by this paper
• Marine natural products and related compounds in clinical and advanced preclinical trials.

  2004cited by this paper
• Sulfamic Acid as a Cost‐Effective and Recyclable Catalyst for Protection of Carbonyls to Acetals and Ketals Under Mild Conditions

  2004cited by this paper
• 3-Boronoacrolein as an exceptional heterodiene in the highly enantio- and diastereoselective Cr(III)-catalyzed three-component [4+2]/allylboration.

  2003cited by this paper
• Scandium-catalyzed allylboration of aldehydes as a practical method for highly diastereo- and enantioselective construction of homoallylic alcohols.

  2003cited by this paper
• Highly Enantioselective Inverse‐Electron‐Demand Hetero‐Diels—Alder Reactions of α,β‐Unsaturated Aldehydes.

  2002cited by this paper
• The pederin family of antitumor agents: structures, synthesis and biological activity.

  2000cited by this paper
• Synthesis of highly functionalized 3,4-dihydro-2H-pyrans by high pressure lewis acid catalyzed cycloaddition of enol ethers and α,β-unsaturated aldehydes

  1995cited by this paper
• Organic reactions at high pressure. Cycloadditions with enol and dienol derivatives

  1977cited by this paper
• Notes- Reactions of Ethyl Isobutenyl Ether

  1960cited by this paper

• Second-Generation Synthesis of Psymberin.

  2025cites this paper
• Evolution of a Strategy for the Total Synthesis of Psymberin.

  2025cites this paper
• Synthesis of saturated and partially saturated heterocyclic boronic derivatives

  2021cites this paper
• Dihydropyrans by Cycloadditions of Oxadienes

  2020cites this paper
• Total Synthesis of Psymberin (Irciniastatin A).

  2019cites this paper
• Multicomponent Reactions with Organoboron Compounds

  2015cites this paper
• Pederin, Psymberin and the Structurally Related Mycalamides: Synthetic Aspects and Biological Activities

  2014cites this paper
• Structure Inspires a New Method That Delivers the Synthesis of Natural Products and Analogs in the Pederin Family

  2014cites this paper
• Synthesis of 8-desmethoxy psymberin: a putative biosynthetic intermediate towards the marine polyketide psymberin.

  2013cites this paper
• The psymberin story--biological properties and approaches towards total and analogue syntheses.

  2013cites this paper
• Psymberin – biologische Eigenschaften und Ansätze zu Total‐ und Analogasynthesen

  2013cites this paper
• Chromium, Chloro[(1R,2S)‐2,3‐dihydro‐1‐[[[2‐(hydroxy‐κO)‐5‐methyl‐3‐tricyclo[3.3.1.13,7]dec‐1‐ylphenyl]methyl‐ene]amino‐κN]‐1H‐indene‐2‐olato‐(2‐)‐κO]

  2012cites this paper
• Studies toward the unique pederin family member psymberin: full structure elucidation, two alternative total syntheses, and analogs.

  2012cites this paper
• Stereoselective synthesis of 2,6-trans-tetrahydropyran via primary diamine-catalyzed oxa-conjugate addition reaction of α,β-unsaturated ketone: total synthesis of psymberin.

  2011cites this paper
• Total synthesis and biological evaluation of pederin, psymberin, and highly potent analogs.

  2011cites this paper
• Boron- and silicon-substituted [3]-1-heterodendralenes as versatile building blocks for the rapid construction of polycyclic architectures.

  2011cites this paper
• Microwave assisted synthesis of enantiomerically pure allylboronates

  2010cites this paper
• Chemoenzymatic Synthesis of (Protected) Psymberic Acid

  2009cites this paper