162285-92-9

Upstream product

• 255824-13-6 (α'S,2S)-2-(5'-Benzyloxy-2'-methoxy-α'-methylbenzyloxy)propan-1-ol 
• 255824-18-1 (α'S,2S)-2-(5'-Benzyloxy-2'-methoxy-α'-methylbenzyloxy)propanal 
• 714962-19-3 2-[(1R,2S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-propyl]-4-methoxy-phenol 
• 714962-20-6 2-((2S,4R,5S)-2,5-Dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenol 
• 150-76-5 4-methoxy-phenol 
• 184110-36-9 (2S,1'R/S)-2-(1'-Ethoxyethoxy)propanal 
• 758695-37-3 Toluene-4-sulfonic acid 2-((2S,4R,5S)-2,5-dimethyl-[1,3]dioxolan-4-yl)-4-methoxy-phenyl ester 
• 714962-21-7 Toluene-4-sulfonic acid (1S,3S,4R)-4-hydroxy-8-methoxy-1,3-dimethyl-isochroman-5-yl ester 
• 162285-93-0 (1S,3S,4R)-4,5-Diacetoxy-3,4-dihydro-1,3-dimethyl-8-methoxy-2-benzopyran 
• 162285-89-4 (α'S,2S)-2-(5'-Hydroxy-2'-methoxy-α'-methylbenzyloxy)propanal 

Relevant academic research and scientific papers

Short, convergent, stereoselective syntheses of enantiopure 2-benzopyran-5,8-quinones related to the aphid insect pigments, the protoaphins

The enantiopure (1S,3S,4R)-, (1R,3S,4S)- and (1S,3S,4S)-3,4-dihydro-1,3- dimethyl-4-hydroxy-2-benzopyrans 16, 25 and 26 are prepared in two related reaction sequences, each in eight steps and good overall yield. The starting materials are 4-methoxyphenol

The diastereoselective syntheses of enantiopure benzo- and naphtho-pyrans related to the aphid insect pigments

An overview is presented of synthetic endeavours directed towards the assembly of the enantiopure quinone A and quinone A′, natural derivatives of the aphid insect pigments protoaphin-fb and protoaphin-sl. These are achieved through intramolecular diaster

The asymmetric synthesis of 2-benzopyrans and their quinones through intramolecular diastereoselective ring-closure of titanium phenolates of phenolic aldehydes

Treatment of the phenolic aldehyde (a′5,25)-2-(5′-hydroxy-2′-methoxy-a′-methylbenzyloxy) propanal 15 with titanium tetraisopropoxide followed by ultrasonication led to its completely diastereoselective cyclisation in high yield to afford (lS,3S′,4.R)-3,4-