Asymmetric Total Synthesis of (–)-Gracilamine Using a Bioinspired Approach
Sign Up to like & getrecommendations! Published in 2017 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201701474
Abstract: The asymmetric total synthesis of optically pure (–)-gracilamine (1) was achieved by employing a bioinspired approach. The strategy involved elaboration of 3a-arylhexahydroindole 7, a designed precursor, to 3a-formylarylhexahydroindole 5, which upon heating with l-leucine ethyl… read more here.
Keywords: asymmetric total; total synthesis; gracilamine; bioinspired approach ... See more keywords
Asymmetric total synthesis of (-)-perforanoid A
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2017.03.072
Abstract: Abstract Asymmetric total synthesis of (−)-perforanoid A, a novel limonoid isolated from the leaves of Harrisonia perforata, has been achieved. The key features of our total synthesis include the Rh-catalyzed intramolecular Pauson–Khand reaction of an… read more here.
Keywords: asymmetric total; total synthesis; synthesis; synthesis perforanoid ... See more keywords
Asymmetric total syntheses of teretifolione B and methylteretifolione B via Diels-Alder reaction of optically active pyranobenzyne and substituted furans
Sign Up to like & getrecommendations! Published in 2017 at "Tetrahedron"
DOI: 10.1016/j.tet.2017.06.050
Abstract: Abstract We report the asymmetric total syntheses of teretifolione B and methylteretifolione B, which are benzochromenes originally isolated from Conospermum plants. The synthesis involves enzymatic asymmetric transesterification of racemic acetoxychromene and construction of the basic… read more here.
Keywords: via diels; total syntheses; syntheses teretifolione; teretifolione methylteretifolione ... See more keywords
An updated asymmetric total synthesis of (+)-tronocarpine
Sign Up to like & getrecommendations! Published in 2020 at "Tetrahedron"
DOI: 10.1016/j.tet.2020.131641
Abstract: Abstract An updated route for the asymmetric total synthesis of (+)-tronocarpine is presented. By a careful modification of the synthetic strategies and methods for the construction of azepanone ring and for the incorporation of acetyl… read more here.
Keywords: asymmetric total; synthesis tronocarpine; synthesis; updated asymmetric ... See more keywords
Concise asymmetric total syntheses of (−)-nuciferol, (−)-nuciferal, and (−)-dihydrocurcumene via Rh(I)-catalyzed boronic acid addition
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2020.152790
Abstract: Abstract A general catalytic asymmetric total synthesis of aromatic bisabolane sesquiterpenes, (−)-nuciferol (ent-1c), (−)-nuciferal (ent-1d), and (−)-dihydrocurcumene (ent-1h) have been achieved in 5–6 steps in high chemical yields from commercially available (E)-ethylcrotonate. A key catalytic… read more here.
Keywords: asymmetric total; boronic acid; acid addition; dihydrocurcumene ... See more keywords
The Asymmetric Total Synthesis and Configuration Confirmation of Aplysiaenal and Nhatrangin A, Truncated Derivatives of Aplysiatoxin and Oscillatoxin.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of natural products"
DOI: 10.1021/acs.jnatprod.3c00077
Abstract: Asymmetric total syntheses of aplysiaenal (1) and nhatrangin A (2), truncated derivatives of the aplysiatoxin/oscillatoxin family of marine natural products, from configurationally defined intermediates are described. NMR spectra of our synthesized nhatrangin A did not… read more here.
Keywords: nhatrangin truncated; truncated derivatives; derivatives aplysiatoxin; asymmetric total ... See more keywords
Asymmetric Total Synthesis of (-)-Astakolactin and Confirmation of Its Stereostructure.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of natural products"
DOI: 10.1021/acs.jnatprod.7b00368
Abstract: The originally proposed structure of astakolactin was revised, and an asymmetric total synthesis of the newly proposed structure was achieved. The key transformations in the synthesis were a Johnson-Claisen rearrangement, an asymmetric Mukaiyama aldol reaction,… read more here.
Keywords: asymmetric total; total synthesis; astakolactin confirmation; synthesis astakolactin ... See more keywords
Asymmetric Total Synthesis of (−)-GuignardonesA and B
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DOI: 10.1021/acs.orglett.0c00241.s001
Abstract: The asymmetric total synthesis of (−)-guignardones A (2) and B (1) has been accomplished. The highly oxidized 6-oxabicyclo[3.2.1]octane core was constructed from d-quinic acid via substitution/desulfurization reaction with thiophenol to forge the bridged ring scaffold,… read more here.
Keywords: asymmetric total; synthesis guignardonesa; total synthesis;
Highly Stereoselective Asymmetric Total Synthesis of (-)-Jimenezin via Sequential Intramolecular Amide Enolate Alkylation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00196
Abstract: A highly stereoselective asymmetric total synthesis of (-)-jimenezin (1), a potent anticancer acetogenin, was efficiently completed with the key feature being a sequential intramolecular amide enolate alkylation (IAEA). Our investigation to probe the origin of… read more here.
Keywords: highly stereoselective; sequential intramolecular; stereoselective asymmetric; total synthesis ... See more keywords
On the Erosion of Enantiopurity of Rhodonoids via Their Asymmetric Total Synthesis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00482
Abstract: Rhodonoid natural products are found in nature as a scalemic mixture. This interesting phytochemical feature is presumed to originate from a reversible electrocyclic ring opening of the chromene core present in the biogenetic precursors of… read more here.
Keywords: enantiopurity rhodonoids; erosion enantiopurity; asymmetric total; total synthesis ... See more keywords
Catalytic, Asymmetric Total Synthesis of (+)-α-, (+)-β-, (+)-γ-, and (-)-δ-Lycorane.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00905
Abstract: The first collectively asymmetric total synthesis of all members of lycorane, including (+)-α, (+)-β, (+)-γ, and (-)-δ, in a catalytic manner has been achieved. The cornerstone of this synthesis features an asymmetric, stereodivergent Ir/amine dual… read more here.
Keywords: synthesis lycorane; synthesis; asymmetric total; total synthesis ... See more keywords