Related Experiment Video
Updated: Jan 11, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Pd-f-spiroPhos-Catalyzed Asymmetric Allylic Amination and Alkylation of (E)-1,3-Diarylallyl Acetates
Rui Zang1, Xin Shen1, Fan Gao1
1Key Laboratory of Radiopharmaceuticals, College of Chemistry, Beijing Normal University, Beijing 100875, China.
Abstract:
Highly enantioselective palladium-catalyzed allylic amination and alkylation of 1,3-diarylallyl acetates have been developed using a ferroceneyl spirocyclic diphosphine ligand, f-spiroPhos, for the synthesis of chiral allyl amines and 2-allyl malonates, achieving high yields and excellent enantioselectivities (up to 99.9% ee). Moreover, the method has also been successfully applied to the preparation of chiral γ,δ-unsaturated ketones in high yields with excellent enantioselectivities. Significantly, this methodology offers a straightforward route for the asymmetric synthesis of chiral allyl amines, 2-allyl malonates, and γ,δ-unsaturated ketones under mild conditions.
Related Concept Videos
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Alkylation of β-Diester Enolates: Malonic Ester Synthesis

![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)