136008-96-3

Upstream product

• 135678-81-8 1,4-epoxy-1,4-dihydro-5,6,8-trimethoxynaphthalene 
• 136009-00-2 5,7,8-Trimethoxy-2-phenylethynyl-naphthalene-1,4-diol 
• 136008-99-6 5,7,8-trimethoxy-2-(phenylethynyl)naphthalene-1,4-dione 
• 136008-90-7 2-bromo-5,7,8-trimethoxynaphthalene-1,4-dione 
• 136008-98-5 2-bromo-5,7,8-trimethoxynaphthalen-1-ol 
• 135678-82-9 5,7,8-trimethoxynaphthalen-1-ol 
• 20129-11-7 1-bromo-2,4,5-trimethoxybenzene 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 139219-30-0 <<3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenyl>oxy>triethylsilane 
• 139219-31-1 3-bromo-4,5,7,8-tetramethoxy-2-(phenylethynyl)-1-naphthalenol 
• 77-78-1 dimethyl sulfate 
• 136009-01-3 1,2,4-trimethoxy-7-(phenylethynyl)-5,8-bis(triethylsiloxy)naphthalene 

Downstream Products

• 136009-04-6 α-cyclopentyl-α-<1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthyl>methanol 
• 136009-07-9 <1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthyl>-<1-(phenylseleno)cyclopentyl>methanone 
• 136009-11-5 3-hydroxy-3-(α-hydroxybenzyl)-4,5,6,8,9-pentamethoxyspiro<2H-benzindene-2,1'-cyclopentan>-1(3H)-one 
• 136009-06-8 2--1,4,5,6,8-pentamethoxy-3-(phenylethynyl)naphthalene 
• 136009-10-4 C₂₉H₃₀O₆ 
• 139219-28-6 3-benzylidene-4,5,6,8,9-pentamethoxyspiro-<2H-benzindene-2,1'-cyclopentan>-1(3H)-one 
• 136009-05-7 cyclopentyl-<1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthyl>methanone 
• 176981-28-5 [3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,10-dimethoxy-9-phenylsulfanyl-6,7,8,9-tetrahydro-benzo[g]isoquinolin-9-yl]-(1,4,5,6,8-pentamethoxy-3-phenylethynyl-naphthalen-2-yl)-methanol 
• 145222-91-9 3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-α-<1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>-6H-cyclopentisoquinoline-8-methanol 
• 145222-93-1 <3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-8-(phenylseleno)-6H-cyclopentisoquinolin-8-yl><1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>methanone 
• 145222-95-3 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-3-hydroxy-3-(hydroxyphenylmethyl)-1',4,5,6,8,9,9'-heptamethoxyspiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one 
• 145222-92-0 <3-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-7,8-dihydro-1,9-dimethoxy-6H-cyclopentisoquinolin-8-yl><1,4,5,6,8-pentamethoxy-3-(phenylethynyl)-2-naphthalenyl>methanone 
• 145222-94-2 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxy-3-(phenylmethylene)spiro<2H-benzindene-2,8'-<8H>cyclopentisoquinolin>-1(3H)-one 
• 145222-96-4 3'-<<<(1,1-dimethylethyl)diphenylsilyl>oxy>methyl>-6',7'-dihydro-1',4,5,6,8,9,9'-heptamethoxyspiro<2H-benzindene-2,8'-<8H>cyclopentisoquinoline>-1,3-dione 

Relevant academic research and scientific papers

Total synthesis of crystalline (±)-fredericamycin A. Use of radical spirocyclization

Crystalline (±)-fredericamycin A (1) was synthesized using, as a key step, 5-exo-digonal radical closure of selenide 55. The selenide was generated from the corresponding ketone 54, itself assembled from two components: aldehyde 29 and bromonaphthalene 48

Model Studies Related to the Synthesis of Fredericamycin A

A spiro diketone 7 containing a pentamethoxynaphthalene unit, and representing four contiguous rings of the antitumour antibiotic fredericamycin A 1, was constructed by radical spirocyclization.