Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Synthetic Biology02:55

Synthetic Biology

4.7K
Synthetic biology is an interdisciplinary science that involves using principles from disciplines such as engineering, molecular biology, cell biology, and systems biology. It involves remodeling existing organisms from nature or constructing completely new synthetic organisms for applications such as protein or enzyme production, bioremediation, value-added macromolecule production, and the addition of desirable traits to crops, to name a few.
Golden rice
Golden rice is a genetically modified...
4.7K
Woodward–Hoffmann Selection Rules and Microscopic Reversibility01:34

Woodward–Hoffmann Selection Rules and Microscopic Reversibility

3.0K
Electrocyclic reactions, cycloadditions, and sigmatropic rearrangements are concerted pericyclic reactions that proceed via a cyclic transition state. These reactions are stereospecific and regioselective. The stereochemistry of the products depends on the symmetry characteristics of the interacting orbitals and the reaction conditions. Accordingly, pericyclic reactions are classified as either symmetry-allowed or symmetry-forbidden. Woodward and Hoffmann presented the selection criteria for...
3.0K
SN2 Reaction: Stereochemistry02:23

SN2 Reaction: Stereochemistry

9.4K
In an SN2 reaction, the nucleophilic attack on the substrate and departure of the leaving group occurs simultaneously through a transition state. As the nucleophile approaches the substrate from the back-side, the configuration of the substrate carbon changes from tetrahedral to trigonal bipyramidal and then back to tetrahedral, leading to an inversion in the configuration of the product.
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...
9.4K
Phase I Reactions: Reductive Reactions01:27

Phase I Reactions: Reductive Reactions

185
Phase I biotransformation reductive reactions are chemical processes that modify drugs by introducing or revealing polar functional groups via reduction. Enzymes called reductases catalyze these reactions, playing a pivotal role in drug metabolism by transforming lipophilic drugs into more polar, water-soluble metabolites for easy excretion. An essential type of reductive reaction is the carbonyl group reduction, where aldehydes and ketones are reduced to alcohols. An example is the...
185
Synthesis and Decomposition Reactions02:17

Synthesis and Decomposition Reactions

32.5K
Synthesis and decomposition are two types of redox reactions. Synthesis means to make something, whereas decomposition means to break something. The reactions are accompanied by chemical and energy changes. 
32.5K
SN1 Reaction: Stereochemistry02:15

SN1 Reaction: Stereochemistry

8.4K
This lesson provides an in-depth discussion of the stereochemical outcomes in an SN1 reaction.
In the first step of an SN1 reaction, the bond between the electrophilic carbon and the leaving group ionizes to generate the carbocation intermediate. The second step of the mechanism is the nucleophilic attack.
In the formed carbocation, the positively charged carbon is sp2 hybridized with a trigonal planar geometry. As all the three substituents lie on the same plane, a plane of symmetry for the...
8.4K

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Shape-Conserving Atom Replacements.

Chemical reviews·2026
Same author

Switchable and Selective Synthesis of Unsymmetrical <i>N</i>-Aryl Pyrazoles from 1,2,3-Thiadiazine <i>S</i>-Oxides.

Journal of the American Chemical Society·2026
Same author

Mechanisms and Synthetic Applications of Cyclic, Nonstabilized Isodiazenes: Nitrogen-Atom Insertion into Pyrrolidines and Related Rearrangements.

Journal of the American Chemical Society·2025
Same author

Bridging the pyridine-pyridazine synthesis gap by skeletal editing.

Science (New York, N.Y.)·2025
Same author

Accessing sulfonamides via formal SO<sub>2</sub> insertion into C-N bonds.

Nature chemistry·2025
Same author

Carbon-Atom Scavengers Enable Divergent, Selective Carbon Deletion of Azaarenes.

Journal of the American Chemical Society·2025
Same journal

PIFA-Mediated Coupling of Vindoline with β-Ketoesters and Related Model Velbanamine Precursors.

Synlett : accounts and rapid communications in synthetic organic chemistry·2026
Same journal

The Duality of Dioxolanyl Radicals towards C-C Bond Construction.

Synlett : accounts and rapid communications in synthetic organic chemistry·2026
Same journal

Iron Porphyrin Catalysts Induce Stereospecific Glycosylation with Glycal Epoxides.

Synlett : accounts and rapid communications in synthetic organic chemistry·2026
Same journal

TiCl<sub>4</sub>-Promoted Intramolecular Friedel-Crafts Cyclization of α-Keto-phenylbutanoates: Synthesis of Substituted Indane and Indene Derivatives.

Synlett : accounts and rapid communications in synthetic organic chemistry·2026
Same journal

Transient <i>N</i>-Aziridinyl Radicals in Olefin Functionalization.

Synlett : accounts and rapid communications in synthetic organic chemistry·2026
Same journal

Unlocking electrophilic <i>N</i>-aryl intermediates from aryl azides, nitroarenes, and aryl amines in cyclization-migration reactions.

Synlett : accounts and rapid communications in synthetic organic chemistry·2026
See all related articles

Related Experiment Video

Updated: Jun 13, 2025

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues
09:27

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues

Published on: February 17, 2017

10.3K

Retrosynthetic Simplicity.

Mark D Levin1

  • 1Department of Chemistry, University of Chicago, Chicago, IL 60637, USA.

Synlett : Accounts and Rapid Communications in Synthetic Organic Chemistry
|September 9, 2024
PubMed
Summary
This summary is machine-generated.

Retrosynthetic simplicity offers a new way to evaluate chemical reactions. This metric favors reactions that are easier to plan, simplifying complex molecular synthesis and skeletal editing.

Keywords:
heterocyclesmethodologyretrosynthesissimplicityskeletal editing

More Related Videos

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

6.8K
Microtransplantation of Synaptic Membranes to Reactivate Human Synaptic Receptors for Functional Studies
10:08

Microtransplantation of Synaptic Membranes to Reactivate Human Synaptic Receptors for Functional Studies

Published on: July 20, 2022

2.1K

Related Experiment Videos

Last Updated: Jun 13, 2025

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues
09:27

Rapid One-step Enzymatic Synthesis and All-aqueous Purification of Trehalose Analogues

Published on: February 17, 2017

10.3K
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

6.8K
Microtransplantation of Synaptic Membranes to Reactivate Human Synaptic Receptors for Functional Studies
10:08

Microtransplantation of Synaptic Membranes to Reactivate Human Synaptic Receptors for Functional Studies

Published on: July 20, 2022

2.1K

Area of Science:

  • Synthetic organic chemistry
  • Chemical methodology development

Background:

  • Evaluating the efficiency and practicality of synthetic routes is crucial in organic chemistry.
  • Current evaluation metrics often focus on yield and atom economy, but may not capture planning complexity.

Purpose of the Study:

  • Introduce and advocate for retrosynthetic simplicity as a key metric for evaluating chemical reactions.
  • Analyze recent skeletal editing methods using this new metric.

Main Methods:

  • Defining and applying the concept of retrosynthetic simplicity.
  • Critically analyzing published synthetic methods, particularly those involving skeletal editing.

Main Results:

  • Demonstrated that retrosynthetic simplicity provides a valuable perspective for assessing synthetic strategies.
  • Identified examples where retrosynthetically simple reactions offer significant advantages.

Conclusions:

  • Retrosynthetic simplicity should be considered alongside traditional metrics when evaluating chemical transformations.
  • Favoring retrosynthetically simple reactions can lead to more efficient and predictable synthesis design.