Enantioselective synthesis, also called asymmetric synthesis, is a form of chemical synthesis. It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in unequal amounts." Put more simply: it is the synthesis of a compound by a method that favors the formation of a specific enantiomer or diastereomer. Enantiomers are stereoisomers that have opposite configurations at every chiral center. Diastereomers are stereoisomers that differ at one or more chiral centers. Enantioselective synthesis is a key process in modern chemistry and is particularly important in the field of pharmaceuticals, as the different enantiomers or diastereomers of a molecule often have different biological activity. (Wikipedia).
A Concise Enantioselective Total Synthesis of (–)-Deoxoapodine
An organic chemistry minilecture on A Concise Enantioselective Total Synthesis of (–)-Deoxoapodine by Kei Yoshida, Kosuke Okada, Hirofumi Ueda, and Hidetoshi Tokuyama*. Highlights include an enantioselective bromocycization, a Pd promoted C-H activation/alkylation cascade and an oxidative
From playlist Total Synthesis
Nobel Prize in Chemistry 2021 Part 1, Asymmetric Organocatalysis, Enantioselective Organic Chemistry
An introduction to asymmetric catalysis, enantioselective reactions and asymmetric organocatalysis through a discussion of the proline catalysed aldol reaction. The video is pitched at an undergraduate chemistry level for those already familiar with general carbonyl reactivity in organic c
From playlist Nobel Prize Winning Chemistry
Enantioselective Synthesis of (+)-Lucidumone
An organic chemistry minilecture on the Gram-Scale Enantioselective Synthesis of (+)-Lucidumone by Guanghao Huang, Cyrille Kouklovsky, and Aurélien de la Torre*. It features a highly stereoselective inverse electron demand Diels-Alder reaction, an unusual Mitsunobu reaction of a diketone a
From playlist Total Synthesis
Enantioselective Total Synthesis of Cotylenin A Part Two
An organic chemistry minilecture on the Enantioselective Total Synthesis of Cotylenin A by Masahiro Uwamori, Ryunosuke Osada, Ryoji Sugiyama, Kotaro Nagatani, and Masahisa Nakada*. It features interesting protecting group manipulation, and acetalization-epoxide-opening cascade sequence and
From playlist Total Synthesis
Total Synthesis of ent-Plagiochianin B
An organic chemistry minilecture on the Total Synthesis of ent-Plagiochianin B by Richard K. Jackson III and John L. Wood*. It features a creative azatriene electrocyclization pyridine synthesis, an exo-alkene selective palladium catalysed oxidation and an endo-alkene selective iron catal
From playlist Total Synthesis
Retrosynthesis 9 - Organic Chemistry
Retrosynthetic analysis of a spirocyclic unsaturated ketone to showcase 1,6-diX disconnections and the pinacol rearrangement as synthesis strategies in organic chemistry. More retrosynthesis videos here: https://www.youtube.com/watch?v=lD02HC4h6yw&list=PLavaRHHaRimVhyZD79H8g08cfhxrZMcB1 #
From playlist Retrosynthesis
Imine and Enamine Formation Reactions With Reductive Amination
This organic chemistry video tutorial provides a basic introduction into imines and enamines. An imine can form in the reaction of a ketone with a primary amine and enamine can be produced by mixing a ketone with a secondary amine. The imine and enamine can be reduced to amines by reduct
From playlist New Organic Chemistry Playlist
Rings and Retrosynthesis for this Natural Product - Organic Chemistry
A classical disconnection approach to the retrosynthesis of racemic mesembrine, showcasing an intramolecular Mannich reaction, enolate chemistry, Michael additions and decarboxylation strategies. #chemistry #organicchemistry #orgo #ochem #education #science #stem # This natural product h
From playlist Retrosynthesis
Synthesis Workshop: Enantioselective Synthesis of Ammonium Cations with Dr. Mark Walsh (Episode 73)
In this Research Spotlight episode, we're joined by Dr. Mark Walsh, who takes us through his work on the enantioselective synthesis of ammonium cations (Kitching group, Durham University). The modules featured in this episode were nominated for C&EN magazine's Molecule of the Year: https:
From playlist Research Spotlights
CCHF VS 13.1 - Prof. Olivier Baudoin
Prof. Olivier Baudoin, from University of Basel, speaks on Pd0-catalyzed enantioselective C(sp3)-H activation.
From playlist CCHF Virtual Symposia
Five Important Papers in Organic Synthesis (December 2022)
Download ReactionFlash for free using the following links: Apple App Store: https://apps.apple.com/app/apple-store/id432080813?pt=119296909&ct=ThatChemist-Ad3&mt=8 Google Play Store: https://play.google.com/store/apps/details?id=ch.reaxys.reactionflash&hl=en_GB&gl=US&utm_campaign=reaction
From playlist Important Papers
Synthesis Workshop: Enantioselective Intermolecular Amination with Alexander Fanourakis (Episode 80)
In this Research Spotlight episode, we're joined by Alexander Fanourakis, who shares with us his work on enantioselective intermolecular amination using chiral cations. Key reference: J. Am. Chem. Soc. 2021, 143, 10070-10076. https://doi.org/10.1021/jacs.1c05206 Other references (in orde
From playlist Special Topics: Organometallics
A C−H Functionalization Strategy Enables an Enantioselective Formal Synthesis of (−)-Aflatoxin B2
An organic chemistry minilecture on the paper 'A C−H Functionalization Strategy Enables an Enantioselective Formal Synthesis of (−)-Aflatoxin B2' by Nicholas A. Falcone, Aaron T. Bosse, Hojoon Park, Jin-Quan Yu, Huw M. L. Davies* and Erik J. Sorensen*. Highlights include a Rh-promoted C-H
From playlist Total Synthesis
CCHF VS 19.3 - Prof. Robert Knowles
From playlist CCHF Virtual Symposia
Synthesis Workshop: Enantioselective 1,2-Boronate Rearrangements with Dr. Hayden Sharma (Episode 81)
In this Research Spotlight episode, Dr. Hayden Sharma joins us to share his work on enantioselective, catalytic 1,2-boronate rearrangements, which was carried out in the Jacobsen lab at Harvard. Key paper: Science 2021, 374, 752–757. https://doi.org/10.1126/science.abm0386 Other referenc
From playlist Special Topics: Organocatalysis
Synthesis Workshop: Total Synthesis of Leucophyllidine with Dr. Aurapat Ngamnithiporn (Episode 64)
In this Research Spotlight episode, we're joined by Dr. Aurapat (Fa) Ngamnithiporn, who shares with us her work on the enantioselective synthesis of eburnamonine, eucophylline, and 16’-epi-leucophyllidine. Key reference: Angew. Chem. Int. Ed. 2021, 60, 17957-17962. https://doi.org/10.1002
From playlist Research Spotlights
Synthesis Workshop: Asymmetric Hydrogenation of Oximes with Dr. Josep Mas-Roselló (Episode 23)
In this Research Spotlight episode, Dr. Josep Mas-Roselló joins us to talk about his recently published work on the asymmetric hydrogenation of oximes in the Cramer group. Parent reference: Science 2020, 368, 1098-1102. Other references (in order of appearance): ‘The Chemistry of Hydroxy
From playlist Special Topics: Organometallics
Enantioselective Total Synthesis of Cotylenin A- Part One
An organic chemistry minilecture on the Enantioselective Total Synthesis of Cotylenin A by Masahiro Uwamori, Ryunosuke Osada, Ryoji Sugiyama, Kotaro Nagatani, and Masahisa Nakada*. It features an interesting Catalytic Asymmetric Intramolecular Cyclopropanation, Utimoto coupling, Takai reac
From playlist Total Synthesis
Synthesis of (±)-Lysergic Acid
An organic chemistry minilecture on the 'Six-Step Synthesis of (±)-Lysergic Acid' by Brian J. Knight, Ryan C. Harbit, and Joel M. Smith*. It demonstrates a short, modular synthesis that can be used to synthesize analogues of LSD using a reductive dearomatization and an intramolecular Heck
From playlist Total Synthesis