Merck
CN
  • Highly stereoselective synthesis of (Z)- and (E)-chloro-substituted-α-methylene-γ-butyrolactone by possibly controlling cis- and trans-chloropalladation.

Highly stereoselective synthesis of (Z)- and (E)-chloro-substituted-α-methylene-γ-butyrolactone by possibly controlling cis- and trans-chloropalladation.

Molecular diversity (2013-01-12)
Yi Dong, Xiaoyong Guo, Yuanyuan Yu, Gang Liu
ABSTRACT

A palladium-catalyzed selective synthesis of cis- or trans-chloro-substituted-α-methylene-γ-butyrolactones from single substrate (propiolic acid) has been realized by controlling cis- or trans-chloropalladation. This method is highly effective for building C-Cl, C-O, and C-C bonds into a one-pot procedure because of its good atom and step efficiency.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
α-Methylene-γ-butyrolactone, 97%
Sigma-Aldrich
4-Hydroxybutanoic acid lactone, ≥98%, FCC, FG
Sigma-Aldrich
γ-Butyrolactone, ReagentPlus®, ≥99%
Sigma-Aldrich
Propiolic acid, 95%