302571-68-2

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 

Downstream Products

• 52750-06-8 ethyl 2-methyl-3-[4-(methoxy)phenyl]propanoate 
• 395059-83-3 ethyl 2,3-dideuterio-2-methyl-3-[4-(methoxy)phenyl]propanoate 
• 52750-05-7 ethyl (E)-3-(4-methoxyphenyl)-2-methylpropenoate 

Relevant academic research and scientific papers

Synthesis of 2,3-dideuterioesters from 2-halo-3-hydroxyesters by using metallic samarium and diiodomethane

2,3-Dideuterioesters are obtained in high yield from 2-chloro-3-hydroxyesters by a sequenced elimination/reduction process promoted by samarium diiodide generated in situ from metallic samarium and diiodomethane.

A convenient synthesis of (E)-α,β-unsaturated esters with total stereoselectivity promoted by catalytic samarium diiodide

Synthesis of (E)-α,β-unsaturated esters in high yields and with total stereoselectivity is achieved from α-halo-β-hydroxy esters promoted by catalytic amounts of SmI2. The starting compounds were easily prepared from α-halo esters and aldehydes as a mixture of stereoisomers. A mechanism is proposed to explain this samarium(II)-promoted catalytic β-elimination reaction. Georg Thieme Verlag Stuttgart.

An efficient synthesis of (E)-α,β-unsaturated ketones and esters with total stereoselectivity by using chromium dichloride

(E)-α,β-Unsaturated ketones 1 or esters 2 can be obtained with complete stereoselectivity by reaction of different 2-chloro-3-hydroxy ketones 3 or esters 4 and CrCl2. A comparative study of the results of synthesis of ketones 1 with CrCl2 or samarium is performed. A mechanism to explain both β-elimination reactions has been proposed.

Synthesis of (E)-α,β-unsaturated esters with total diastereoselectivity by using chromium dichloride

Synthesis of di- and trisubstituted (E)-α,β-unsaturated esters is easily achieved by using chromium dichloride through an elimination reaction of a diastereoisomeric mixture of α-halo-β-hydroxy esters. The starting materials were easily prepared by the aldol reaction of lithium enolates of α-chloroesters with aldehydes. A mechanism to explain this elimination process is proposed.

Sequential elimination-reduction reactions promoted by samarium diiodide: Synthesis of 2,3-dideuterioesters or -amides

A facile and general sequential elimination/reduction process promoted by samarium diiodide provides an efficient method for synthesizing saturated esters or amides 3 from readily available starting materials. The reaction involves a β-elimination of the starting 2-halo-3-hydroxyesters or -amides 1 and subsequent 1,4-reduction of the obtained α,β-unsaturated esters or amides in the presence of H2O. When D2O is used instead of H2O, 2,3-dideuterioesters or -amides 4 are isolated. A mechanism is proposed to account for this synthesis.

Synthesis of (E)-a,β-unsaturated esters and amides with total selectivity using samarium diiodide

β-elimination of α-halo-β-hydroxyesters 1 was achieved by using samarium diiodide as a metalating reagent, and afforded di- and trisubstituted (E)-α,βunsaturated esters 2 with total steroselectivity. This method has also been extended to the corresponding disubstituted (E)-α,β-unsaturated amides.