Tandem three-component reactions of aldehyde, alkyl acrylate, and dialkylmalonate catalyzed by ethyl diphenylphosphine

Jang, YJ; Syu, SE; Jhang, YW; Lee, YT; Lee, CJ; Chen, KW; Das, U; Lin, W

HERO ID

4079158

Reference Type

Journal Article

Year

2012

Language

English

PMID

22446986

HERO ID 4079158
In Press No
Year 2012
Title Tandem three-component reactions of aldehyde, alkyl acrylate, and dialkylmalonate catalyzed by ethyl diphenylphosphine
Authors Jang, YJ; Syu, SE; Jhang, YW; Lee, YT; Lee, CJ; Chen, KW; Das, U; Lin, W
Journal Molecules
Volume 17
Issue 3
Page Numbers 2529-2541
Abstract A new highly efficient three-component reaction of alkyl acrylate, aldehyde and dialkyl malonate using ethyl diphenylphosphine as organocatalyst has been described. Various highly functional compounds bearing hydroxyl groups and the ester functions can be easily prepared in moderate to good yields according to our one-step procedure. The reactions are believed to proceed via Morita-Baylis-Hillman reactions of alkyl acrylate and aldehydes, followed by the Michael addition reactions of dialkyl malonates. Our reactions indicated that the intermediate species formed in the phosphine-catalyzed MBH reaction are an effective organic base to catalyze the Michael addition reactions of dialkyl malonates to the preformed MBH adducts.
Doi 10.3390/molecules17032529
Pmid 22446986
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English