51010-88-9Relevant articles and documents
A DNA-Encoded Chemical Library Incorporating Elements of Natural Macrocycles
Stress, Cedric J.,Sauter, Basilius,Schneider, Lukas A.,Sharpe, Timothy,Gillingham, Dennis
supporting information, p. 9570 - 9574 (2019/06/24)
Here we show a seven-step chemical synthesis of a DNA-encoded macrocycle library (DEML) on DNA. Inspired by polyketide and mixed peptide-polyketide natural products, the library was designed to incorporate rich backbone diversity. Achieving this diversity, however, comes at the cost of the custom synthesis of bifunctional building block libraries. This study outlines the importance of careful retrosynthetic design in DNA-encoded libraries, while revealing areas where new DNA synthetic methods are needed.
A novel catalytic asymmetric route towards skipped dienes with a methyl-substituted central stereogenic carbon
Huang, Yange,Fananas-Mastral, Martin,Minnaard, Adriaan J.,Feringa, Ben L.
, p. 3309 - 3311 (2013/06/04)
A highly efficient method for the enantioselective synthesis of 1,4-dienes (skipped dienes) with a methyl-substituted central stereogenic carbon using copper-catalysed asymmetric allylic alkylation of diene bromides was developed. Excellent regio- and enantioselectivity (up to 97 : 3 SN2′/ SN2 ratio and 99% ee) were achieved with broad substrate scope. The Royal Society of Chemistry 2013.
Extending the stetter reaction with 1,6-acceptors
Law, Katherine R.,McErlean, Christopher S. P.
, p. 15852 - 15855 (2014/04/03)
Pace Stetter: A new N-heterocyclic carbene (NHC)-catalysed transformation is described-the intramolecular vinylogous Stetter reaction. This transformation can be effected with both thiazolium and triazolium-based catalysts, using aromatic and aliphatic aldehydes, employing α,β,γ,δ- unsaturated esters, ketones, phosphonates and N-acylpyrroles, and can be conducted enantioselectively (see scheme). Copyright
Ruthenium-catalyzed regio- and enantioselective allylic substitution with water: Direct synthesis of chiral allylic alcohols
Kanbayashi, Naoya,Onitsuka, Kiyotaka
supporting information; experimental part, p. 5197 - 5199 (2011/06/26)
Less is more: A new route to access chiral allylic alcohols through the regio- and enantioselective substitution of monosubstituted allylic chlorides with water has been developed. The reaction is catalyzed effectively by planar-chiral cyclopentadienyl ruthenium complexes (see scheme). Copyright
Syntheses of structurally diverse amino acids, including δ-hydroxylysine, using the acyl nitroso Diels-Alder reaction
Bollans, Lee,Bacsa, John,O'Farrell, Daniel A.,Waterson, Scott,Stachulski, Andrew V.
supporting information; experimental part, p. 2160 - 2163 (2010/06/14)
By virtue of its ability to introduce amino and hydroxy functionalities in a 1,4-relationship with fully controlled relative stereochemistry, the acyl nitroso Diels-Alder (ANDA) reaction is ideally suited to the synthesis of structurally diverse, includin
Synthesis of two bioactive natural products: FR252921 and pseudotrienk acid B
Amans, Dominique,Bellosta, Veronique,Cossy, Janine
experimental part, p. 3457 - 3473 (2009/12/26)
Concise and highly convergent syntheses of the immunosuppressive agent FR252921 and the related antimicrobial natural product pseudotrienic acid B were achieved from a common intermediate by using optically active titanium complexes to control the configuration of the stereogenic centers, a highly stereoand regioselective cross-metathesis to generate the triene moieties, and a Stille cross-coupling to install the dienic units.
Developing an asymmetric, stereodivergent route to selected 6-deoxy-6-fluoro-hexoses
Caravano, Audrey,Field, Robert A.,Percy, Jonathan M.,Rinaudo, Giuseppe,Roig, Ricard,Singh, Kuldip
experimental part, p. 996 - 1008 (2009/05/30)
Free radical bromination and nucleophilic fluorination allows the conversion of methyl sorbate into the 6-fluoro analogue which undergoes sequential asymmetric dihydroxylation reactions. A range of 6-deoxy-6- fluorosugars were prepared by using different
HISTONE DEACETYLASE INHIBITORS
-
, (2008/06/13)
The present invention provides histone deacetylase inhibitors of general formula (I), process for the preparation of such compounds and uses of the compounds in medicine.
Synhtesis of Some Aromatic Prostaglandin Analogues. Part 1
Durrant, Graham,Green, Richard H.,Lambeth, Paul F.,Lester, Michael G.,Taylor, Nigel R.
, p. 2211 - 2214 (2007/10/02)
7-heptanoic acid (4) has been prepared in six steps from 3,5-dimethoxybenzaldehyde.