18275-67-7

Upstream product

• 814-49-3 diethyl chlorophosphate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 122-52-1 triethyl phosphite 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 41499-11-0 2-benzoyloxy-1-(4-methoxyphenyl)ethanone 

Downstream Products

• 38828-95-4 2-(4-methoxyphenyl)-1,3-butadiene 
• 51571-22-3 1-methoxy-4-(2-methyl-1-methyleneallyl)benzene 
• 1152306-57-4 (E)-1-methoxy-4-(1-methylene-2-butenyl)benzene 
• 139214-34-9 [2-(4-methoxyphenyl)allyl]trimethylsilane 
• 1517-70-0 (R)-1-(4-Methoxyphenyl)ethanol 
• 1517-70-0 (S)-1-(4-Methoxyphenyl)ethanol 
• 29443-55-8 1-(1-iodoethenyl)-4-methoxybenzene 
• 1189120-00-0 (R)-2-(1-(4-methoxyphenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1189120-00-0 (S)-2-(1-(4-methoxyphenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 104581-29-5 1-[2-(4-methoxyphenyl)ethynyl]cyclohexanol 

Relevant academic research and scientific papers

A Stereoselective Reductive Hosomi-Sakurai Reaction

A novel reductive variant of the classical Hosomi-Sakurai reaction is reported. This transformation hinges on a redox-neutral, stereoselective internal reduction event under mild conditions. This operationally simple reaction relies on readily available starting materials and leads to useful products in diastereoselectivities of up to 7:1. The versatility of this new method is demonstrated through the stereoselective one-step synthesis of an AChE inhibitor.

Selective Alkenylation and Hydroalkenylation of Enol Phosphates through Direct C-H Functionalization

An efficient and selective Rh-catalyzed direct C-H functionalization reaction of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and leads to the formation of various valuable alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The versatility and utility of the coupling products were demonstrated through further transformations into synthetically useful building blocks. P points the way: A direct C-H functionalization of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and it leads to the formation of alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The utility of the coupling products are demonstrated by further transformations into synthetically useful building blocks.

Exploiting the enantioselectivity of Baeyer-Villiger monooxygenases via boron oxidation

The enantioselective carbon-boron bond oxidation of several chiral boron-containing compounds by Baeyer-Villiger monooxygenases was evaluated. PAMO and M446G PAMO conveniently oxidized 1-phenylethyl boronate into the corresponding 1-(phenyl)ethanol (ee = 82-91%). Cyclopropyl boronic esters were also oxidized but with no enantioselectivity. β-Boryl carboxylic esters were not oxidized by any BVMOs.

Synthesis and Herbicidal Activity of Phenylproparginols

A three-step/one-pot procedure was developed for preparing herbicidal fluorophenylproparginols from acetophenones by way of an enol phosphate intermediate.Side-by-side testing of 16 of the more active analogs showed that trans-2-methyl-1-2-(4-methoxy-2,3