55420-26-3

Upstream product

• 63511-96-6 methyl 3-(p-dimethylaminophenyl)-2-propenoate 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 287481-44-1 methyl 2-(bis(2,2,2-trifluoroethoxy)phosphoryl)-2-bromoacetate 
• 96-32-2 bromoacetic acid methyl ester 

Downstream Products

• 880142-29-0 trans-α-bromo-4-dimethylamino-cinnamic acid 
• 40235-36-7 methyl 5-(4-(dimethylamino)phenyl)-1H-1,2,3-triazole-4-carboxylate 
• 2124-31-4 4'-dimethylaminoacetophenone 
• 121167-59-7 1-(4-dimethylamino-phenyl)-ethanone-phenylhydrazone 

Relevant academic research and scientific papers

Titanium mediated olefination of aldehydes with α-haloacetates: An exceptionally stereoselective and general approach to (Z)-α-haloacrylates

An exceptionally stereoselective and general synthesis of (Z)-α-haloacrylates, ready to undergo various synthetic transformations, has been demonstrated from α-haloacetates and aldehydes in a one-pot manner via the titanium-enolate based asymmetric aldol

A highly stereoselective synthesis of (E)-α-bromoacrylates

Novel reagent, methyl bis(2,2,2-trifluoroethoxy)bromophosphonoacetate (5a), was designed and prepared in order to efficiently synthesize (E)-α-bromoacrylates 7, from which widely useful precursors for various C-C bond formations were prepared. Horner-Wadsworth-Emmons (HWE) reaction of various aldehydes with 5a in the presence of t-BuOK and 18-C-6 gave corresponding (E)-α-bromoacrylate derivatives with high stereoselectivity and excellent yield. Using the product (E)-α-bromoacrylate 7s as a key intermediate, we succeeded in developing the most effective route of plaunotol synthesis via Suzuki cross-coupling. (C) 2000 Elsevier Science Ltd.