Search Results - "Bonjoch, Josep"
-
1
Radical Reactions in Alkaloid Synthesis: A Perspective from Carbon Radical Precursors
Published in European journal of organic chemistry (31-08-2020)“…The usefulness of radical reactions in alkaloid synthesis is reviewed from the perspective of the functional groups embedded in the molecular structure of…”
Get full text
Journal Article -
2
Synthesis of the Tetracyclic ABCD Ring Domain of Calyciphylline A-Type Alkaloids via Reductive Radical Cyclizations
Published in Organic letters (17-02-2017)“…A tetracyclic compound with the ABCD ring framework of calyciphylline A-type alkaloids was synthesized from a cis-3a-methyloctahydroindole triggered by a…”
Get full text
Journal Article -
3
Radical Cyclization of Alkene‐Tethered Ketones Initiated by Hydrogen‐Atom Transfer
Published in Angewandte Chemie International Edition (02-01-2018)“…An unprecedented C−C coupling reaction between alkenes and ketones by hydrogen‐atom transfer, using Fe(acac)3 and PhSiH3 in EtOH, is described. This mild…”
Get full text
Journal Article -
4
A gram-scale route to phlegmarine alkaloids: rapid total synthesis of (-)-cermizine B
Published in Chemical communications (Cambridge, England) (01-01-2014)“…The synthesis of the Lycopodium alkaloid (-)-cermizine B (1), which establishes its absolute configuration, is achieved by combining asymmetric organocatalysis…”
Get more information
Journal Article -
5
Decahydroquinoline Ring 13C NMR Spectroscopic Patterns for the Stereochemical Elucidation of Phlegmarine-Type Lycopodium Alkaloids: Synthesis of (−)-Serralongamine A and Structural Reassignment and Synthesis of (−)-Huperzine K and (−)-Huperzine M (Lycoposerramine Y)
Published in Journal of natural products (Washington, D.C.) (28-06-2019)“…Analysis of 13C NMR spectroscopic data of the phlegmarine subset of Lycopodium alkaloids revealed spectral patterns that allowed the stereochemical arrangement…”
Get full text
Journal Article -
6
Atom Transfer Radical Cyclization of Trichloroacetamides to Electron-Rich Acceptors Using Grubbs’ Catalysts: Synthesis of the Tricyclic Framework of FR901483
Published in Journal of organic chemistry (03-10-2014)“…Intramolecular Kharasch-type additions of trichloroacetamides on anisole and enol acetates catalyzed by Grubbs’ ruthenium carbenes are described. This protocol…”
Get full text
Journal Article -
7
Approach to cis-Phlegmarine Alkaloids via Stereodivergent Reduction: Total Synthesis of (+)-Serratezomine E and Putative Structure of (−)-Huperzine N
Published in Organic letters (16-10-2015)“…A unified strategy for the synthesis of the cis-phlegmarine group of alkaloids is presented, leading to the first synthesis of serratezomine E (1) as well as…”
Get full text
Journal Article -
8
Radical Cyclizations in the Synthesis of 3‐Methyl‐cis‐octahydroindol‐5‐ones
Published in European journal of organic chemistry (26-04-2017)“…Three approaches to the stereoselective synthesis of 3‐methyl‐cis‐octahydroindoles through a 5‐endo‐trig radical cyclization are described. First, starting…”
Get full text
Journal Article -
9
Synthesis of the ABC fragment of calyciphylline A-type Daphniphyllum alkaloids
Published in Tetrahedron (03-06-2015)“…The ABC-ring system of calyciphylline A-type alkaloids has been synthesized. The key steps of the synthetic approach are an atom transfer radical cyclization…”
Get full text
Journal Article -
10
Synthesis of (±)-Serralongamine A and the Revised Structure of Huperzine N
Published in Journal of organic chemistry (18-03-2016)“…A revised structure for the Lycopodium alkaloid huperzine N is proposed and confirmed by synthesis. The key synthetic steps involve an epimerization of a…”
Get full text
Journal Article -
11
Synthesis of cis -hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
Published in Beilstein journal of organic chemistry (09-10-2018)“…A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is…”
Get full text
Journal Article -
12
Synthesis of the 4-Azatricyclo[5.2.2.04,8]undecan-10-one Core of Daphniphyllum Alkaloid Calyciphylline A Using a Pd-Catalyzed Enolate Alkenylation
Published in Organic letters (24-11-2005)“…The ABC ring system of the natural product calyciphylline A has been synthesized. The key steps were a palladium-catalyzed intramolecular coupling of an…”
Get full text
Journal Article -
13
Synthetic and DFT Studies Towards a Unified Approach to Phlegmarine Alkaloids: Aza-Michael Intramolecular Processes Leading to 5-Oxodecahydroquinolines
Published in Chemistry : a European journal (04-10-2013)“…A diastereoselective synthesis of cis‐5‐oxodecahydroquinolines is described in which three stereocenters are generated in a one‐pot reaction. The reaction…”
Get full text
Journal Article -
14
Hydrogen Atom Transfer (HAT)-Triggered Iron-Catalyzed Intra- and Intermolecular Coupling of Alkenes with Hydrazones: Access to Complex Amines
Published in ACS catalysis (07-12-2018)“…A methodology for the coupling of alkenes with aldehyde- or ketone-derived Cbz-hydrazones to form a new C–C bond through a radical process is described. The…”
Get full text
Journal Article -
15
Cu(I)-catalyzed atom transfer radical cyclization of trichloroacetamides tethered to electron-deficient, -neutral, and -rich alkenes: synthesis of polyfunctionalized 2-azabicyclo[3.3.1]nonanes
Published in Chemical communications (Cambridge, England) (01-01-2012)“…A novel synthetic entry to 2-azabicyclo[3.3.1]nonanes based on a copper(I)-catalyzed intramolecular coupling of amino-tethered trichloroacetamides and…”
Get more information
Journal Article -
16
Polycyclic framework synthesis of anominine and tubingensin A indole diterpenoids
Published in Organic & biomolecular chemistry (01-01-2008)“…A highly congested decalin embodying an alpha-methylene ketone is synthesized in 11 steps from the Wieland-Miescher ketone and efficiently converted to the…”
Get more information
Journal Article -
17
Synthesis of a-chlorolactams by cyanoborohydride-mediated radical cyclization of trichloroacetamides
Published in Chemistry : a European journal (16-05-2018)“…A cyanoborohydride-promoted radical cyclization methodology has been developed to access α-chlorolactams in a simple and efficient way, using NaBH3CN and…”
Get full text
Journal Article -
18
Radical Cyclization of Alkene‐Tethered Ketones Initiated by Hydrogen‐Atom Transfer
Published in Angewandte Chemie (02-01-2018)“…An unprecedented C−C coupling reaction between alkenes and ketones by hydrogen‐atom transfer, using Fe(acac)3 and PhSiH3 in EtOH, is described. This mild…”
Get full text
Journal Article -
19
Synthetic studies about strychnopivotine: synthesis of the bridged azatricyclic fragment
Published in Tetrahedron (08-10-2007)“…Pd(0)-promoted coupling of an amino-tethered vinyl iodide and ketone enolate is the key step to synthesize the CDE ring system of the indole alkaloid…”
Get full text
Journal Article -
20
Synthesis of Diazatricyclic Core of Madangamines from cis-Perhydroisoquinolines
Published in Journal of organic chemistry (18-01-2008)“…Synthesis of the tricyclic core of madangamine alkaloids has been achieved in a 10-step sequence starting from a 4-(aminomethyl)anisole derivative. A Birch…”
Get full text
Journal Article