882810-08-4

Upstream product

• 24589-99-9 methyl 3-formyl-4-hydroxybenzoate 
• 38614-36-7 2-methylpropen-1-ylmagnesium bromide 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 15126-06-4 methyl 3-iodo-4-hydroxybenzoate 
• 99-76-3 methyl 4-hydroxylbenzoate 

Downstream Products

• 214785-27-0 4-hydroxy-3-(3-methylbut-2-enoyl)benzoic acid methyl ester 
• 34818-57-0 methyl 2,2-dimethyl-2H-1-benzopyran-6-carboxylate 

Relevant academic research and scientific papers

Synthesis of (+)-myrtopsine, (+)-7,8-dimethoxymyrtopsine, and related 2,3-dihydro-3-hydroxy-2-(1-hydroxy-1-methyl-ethyl)benzofuran natural products

The first syntheses of myrtopsine (8t) and 7,8-dimethoxymyrtopsine (9t) have been carried out by halogen-metal exchange of 3-iodo-4-methoxy-quinolin-2(1H)-ones (15) and (21) with i-PrMgCl followed by addition of 3,3-dimethyloxirane-2-carboxaldehyde (1). A two-step sequence leads selectively to trans-2,3-dihydro-3-hydroxy-2-(1-hydroxy-1-methylethyl)benzofurans (7t), (8t), (9t), (28), and (32) by conversion of a 2-iodophenol or a 3-iodo-4-methoxyquinolin-2(1H)-one to an aryl Grignard reagent and addition of 3-methyl-2-butenal, followed by threo selective epoxidation of the resulting allylic alcohol and cyclization with inversion.

A concise approach to benzoic acid derivatives bearing an α,β-unsaturated ketone substituent: Synthesis of methyl taboganate

A concise route to benzoic acid derivatives bearing an α,β- unsaturated ketone moiety and its application to the synthesis of the natural product methyl taboganate (1) is described. The methodology is based on the addition of a Grignard reagent to an appr