Related Experiment Video
Updated: May 3, 2026

Retropinacol/Cross-pinacol Coupling Reactions - A Catalytic Access to 1,2-Unsymmetrical Diols
Published on: April 4, 2014
Catalytic asymmetric semipinacol rearrangements
Shao-Hua Wang1, Bao-Sheng Li, Yong-Qiang Tu
1School of Pharmacy, Lanzhou University, Lanzhou 730000, P R China.
The semipinacol rearrangement is a key organic synthesis reaction. Recent advances have focused on its catalytic asymmetric version, leading to significant breakthroughs in the 21st century.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- The semipinacol rearrangement is a well-established reaction in organic synthesis.
- The catalytic asymmetric variant gained traction in the early 21st century.
Purpose of the Study:
- To summarize recent significant breakthroughs in catalytic asymmetric semipinacol rearrangement.
- To provide an overview of advancements in this specific area of organic synthesis.
Main Methods:
- Literature review of key publications.
- Analysis of reported synthetic strategies and outcomes.
Main Results:
- Identification of major developments in asymmetric catalysis for semipinacol rearrangement.
- Highlighting of novel methodologies and their applications.
Conclusions:
- The catalytic asymmetric semipinacol rearrangement has seen substantial progress.
- This review consolidates key advancements, paving the way for future research.
More Related Videos
07:36Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
Related Concept Videos
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Pericyclic Reactions: Introduction
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic...