Total synthesis of 4-((3S,5R)-3,5- dihydroxynonadecyl)phenol
Results in ChemistryThis communication describes a short and effective synthetic route for the enantioselective synthesis of 4-((3S,5R)-3,5-dihydroxynonadecyl)phenol. Key steps in this synthesis include the Wittig reaction, Barbier allylation, and Sharpless dihydroxylation.
Krishnaiah Kumari +5 more
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Enantioselective synthesis of (+)-petromyroxol, enabled by rhodium-catalyzed denitrogenation and rearrangement of a 1-sulfonyl-1,2,3-triazole [PDF]
, 2015 Petromyroxol is a non-racemic mixture of enantiomeric oxylipids isolated from water conditioned with larval sea lamprey. The (+)-antipode exhibits interesting biological properties but only 1 mg was isolated from >100000 L of water.
Boyer, Alistair
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Catalytic enantioselective construction of axial chirality in 1,3-disubstituted allenes
Nature Communications, 2019 Highly enantioselective synthesis of allenes has been relying, so far, on the steric hindrance of substrates. Here the authors achieve excellent stereocontrol in the synthesis of chiral allenes with a palladium-DTBM-SEGPHOS catalytic system in a non ...
Shihua Song +3 more
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Enantioselective Synthesis of α‑Quaternary Mannich Adducts by Palladium-Catalyzed Allylic Alkylation: Total Synthesis of (+)-Sibirinine [PDF]
, 2015 A catalytic enantioselective method for the synthesis of α-quaternary Mannich-type products is reported. The two-step sequence of (1) Mannich reaction followed by (2) decarboxylative enantioselective allylic alkylation serves as a novel strategy to in ...
Chiyoda, Koji +3 more
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Thioketone-directed rhodium(I) catalyzed enantioselective C-H bond arylation of ferrocenes
Nature Communications, 2019 The development of straightforward methods for the synthesis of planar chiral ferrocenes remains highly challenging. Here, the authors report a rhodium(I)/phosphonate-catalyzed thioketone-directed enantioselective C-H bond arylation reaction for the ...
Zhong-Jian Cai +4 more
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Enantioselective Total Synthesis of (+)-Psiguadial B [PDF]
, 2016 The first enantioselective total synthesis of the cytotoxic natural product (+)-psiguadial B is reported. Key features of the synthesis include (1) the enantioselective preparation of a key cyclobutane intermediate by a tandem Wolff rearrangement ...
Beck, Jordan C. +3 more
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Algicidal lactones from the marine Roseobacter clade bacterium Ruegeria pomeroyi
Beilstein Journal of Organic Chemistry, 2012 Volatiles released by the marine Roseobacter clade bacterium Rugeria pomeroyi were collected by use of a closed-loop stripping headspace apparatus (CLSA) and analysed by GC–MS.
Ramona Riclea +5 more
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Rapid Assembly of the Salvileucalin B Norcaradiene Core [PDF]
, 2010 Preparation of the polycyclic core of the cytotoxic natural product salvileucalin B is described. The key feature of this synthetic strategy is a copper-catalyzed intramolecular arene cyclopropanation to provide the central norcaradiene.
Levin, Sergiy +2 more
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Biocatalysis as Useful Tool in Asymmetric Synthesis: An Assessment of Recently Granted Patents (2014–2019) [PDF]
, 2019 The broad interdisciplinary nature of biocatalysis fosters innovation, as different technical fields are interconnected and synergized. A way to depict that innovation is by conducting a survey on patent activities.
Alcántara, Andrés R. +2 more
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Beilstein Journal of Organic Chemistry, 2014 Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of “classic” natural product target molecules. This publication highlights recent methods for setting quaternary and
Yiyang Liu +11 more
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