4834-01-9

Upstream product

• 186581-53-3 diazomethane 
• 5358-27-0 all-trans-9-Desmethyl-vitamin-A-saeure 
• 145032-05-9 tert-Butyl-dimethyl-[(2E,4E,6E,8E)-3-methyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyloxy]-silane 
• 108204-11-1 (2E,4E)-5-iodo-3-methylpenta-2,4-dien-1-ol 
• 144950-81-2 <(E,E)-4-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)buta-1,3-dien-1-yl>boronic acid 
• 65527-78-8 (E)-4,4-ethylenedioxy-3-methylbut-2-en-1-ol 
• 62054-49-3 ethyl (E)-3-formyl-2-butenoate 
• 144950-82-3 (E)-4-(t-butyl-dimethyl-silanyloxy)-2-methyl-but-2-enal 
• 4808-03-1 ethyl (2E,4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoate 
• 4808-04-2 5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dien-1-ol 
• 4808-00-8 (2E,4E)-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenal 
• 53018-97-6 (E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-propenal 
• 14393-45-4 (E)-3-(2,6,6-trimethylcyclohex-1-enyl)acrylic acid 
• 4834-02-0 4-diethoxyphosphoryl-3-methyl-but-2-enoic acid methyl ester 

Downstream Products

• 24336-19-4 all-trans-9-desmethyltretinal 

Relevant academic research and scientific papers

The Suzuki Reaction in Stereocontrolled Polyene Synthesis: Retinol (Vitamin A), its 9- and/or 13-Demethyl Analogs, and Related 9-Demethyl-dihydroretinoids

A new synthesis of retinol (vitamin A) and 9- and/or 13-demethylretinols, with essentially complete control of regio- and stereochemistry, is described which is based on the thallium-accelerated, palladium-catalyzed cross-coupling reactions of (E)-1-alkenylboronic acids and (E)-1-alkenyl iodides (Suzuki reaction).The procedure has also been extended to the stereocontrolled synthesis of a series of 9-demethyl-dihydroretinoids of potential biological interest.

Stereospecific Synthesis of 9-Demethylretinoids via Palladium-Catalyzed Vinylboronic Acid-Vinyl Iodide Cross Coupling

A stereospecific synthesis of 9-demethylretinoids with either trans or 11-cis geometries, based on the thallium-accelerated palladium-catalyzed cross-coupling reactions of (E)-1-alkenylboronic acid and (E) or (Z)-alkenyl iodides, is described.