1417802-01-7

Upstream product

• 1417801-87-6 5'-(benzyloxy)-2-isopropoxy-3,4'-dimethoxy-2',6-divinyl-1,1'-biphenyl 
• 99615-74-4 2,4-dibromo-5-methoxylbenzaldehyde 
• 1417801-86-5 1-(benzyloxy)-5-bromo-2-methoxy-4-vinylbenzene 
• 1417801-85-4 C₁₈H₂₇BO₄ 
• 27913-19-5 3-(3-methoxyphenyl)prop-2-yn-1-ol 
• 1417801-84-3 2-bromo-3-isopropoxy-4-methoxy-1-vinylbenzene 
• 40705-22-4 4-benzyloxy-6-bromo-3-methoxybenzaldehyde 
• 2973-58-2 2-bromoisovanillin 
• 1417801-98-9 (3-(2-bromo-5-methoxyphenyl)propoxy)(tert-butyl)dimethylsilane 
• 132934-19-1 3-(2'-bromo-5'-methoxyphenyl)propan-1-ol 
• 7252-82-6 3-(3-methoxyphenyl)propan-1-ol 
• 1417801-90-1 5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-yl trifluoromethanesulfonate 
• 1417801-92-3 5-isopropoxy-2,6-dimethoxy-9,10-dihydrophenanthren-3-ol 
• 1417801-91-2 3-(benzyloxy)-5-isopropoxy-2,6-dimethoxyphenanthrene 

Downstream Products

• 1417802-02-8 4-((6-(2-(3-hydroxypropyl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-yl)oxy)-2H-pyran-2-one 
• 1417802-04-0 (E)-4-((3,7-dimethoxy-6-(4-methoxy-2-(4-(phenylsulfonyl)but-3-en-1-yl)phenyl)-9,10-dihydrophenanthren-4-yl)oxy)-2H-pyran-2-one 
• 1417802-05-1 4-((6-(2-(but-3-yn-1-yl)-4-methoxyphenyl)-3,7-dimethoxy-9,10-dihydrophenanthren-4-yl)oxy)-2H-pyran-2-one 
• 1417802-03-9 3-(2-(2,6-dimethoxy-5-((2-oxo-2H-pyran-4-yl)oxy)-9,10-dihydrophenanthren-3-yl)-5-methoxyphenyl)propanal 

Relevant academic research and scientific papers

Enantioselective and regioselective pyrone Diels-Alder reactions of vinyl sulfones: Total synthesis of (+)-cavicularin

The total synthesis of (+)-cavicularin is described. The synthesis features an enantio- and regioselective pyrone Diels-Alder reaction of a vinyl sulfone to construct the cyclophane architecture of the natural product. The Diels-Alder substrate was prepared by a regioselective one-pot three-component Suzuki reaction of a non-symmetric dibromoarene. The total synthesis of (+)-cavicularin features an enantio- and regioselective Diels-Alder reaction of a pyrone with a vinyl sulfone. The substrate for this transformation is prepared by a regioselective one-pot three-component Suzuki reaction of a non-symmetric dibromoarene.

Total synthesis of (±)-cavicularin: Control of pyrone diels-alder regiochemistry using isomeric vinyl sulfones

An intramolecular pyrone Diels-Alder reaction-elimination retro-Diels-Alder cascade of a vinyl sulfone was used in the synthesis of cavicularin, a molecule possessing conformational chirality. The vinyl sulfone substitution pattern allowed for regiocontrol in the Diels-Alder cascade event.