31572-04-0

Usage

InChI:InChI=1/C5H8O3/c1-3-5(2,8)4(6)7/h3,8H,1H2,2H3,(H,6,7)

Upstream product

• 593-60-2 Vinyl bromide 
• 127-17-3 2-oxo-propionic acid 
• 80-59-1 Tiglic acid 
• 78-76-2 s-butyl bromide 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 50471-46-0 ethyl 2-methyl-2-hydroxy-3-butenoate 
• 189163-40-4 benzyl 2-hydroxy-2-methylbut-3-enoate 
• 19888-27-8 (-)-sirenin 
• 86354-02-1 (3,5-Dichloro-phenyl)-carbamic acid 1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-1-methyl-allyl ester 
• 120346-52-3 3-methyl-1-phenyl-1H-pyrrol-2(5H)-one 
• 189163-42-6 (2E,4E,10E)-(7S,15R)-15-(tert-Butyl-diphenyl-silanyloxy)-7-methoxy-2-methyl-hexadeca-2,4,10-trienoic acid benzyl ester 
• 189163-41-5 (E)-4-(Dimethoxy-phosphoryl)-2-methyl-but-2-enoic acid benzyl ester 
• 189163-44-8 4-chloro-2-methyl-but-2(E)-enoic acid phenylmethyl ester 

Relevant academic research and scientific papers

Domino Synthesis of α,β-Unsaturated γ-Lactams by Stereoselective Amination of α-Tertiary Allylic Alcohols

Tertiary allylic alcohols equipped with a carboxyl group can be smoothly aminated under ambient conditions by a conceptually new and stereoselective protocol under palladium catalysis. The in situ formed Z-configured γ-amino acid cyclizes to afford an α,β-unsaturated γ-lactam, releasing water as the only byproduct. This practical catalytic transformation highlights the use of a carboxyl group acting as an activating and stereodirecting functional group to provide a wide series of pharma-relevant building blocks. Various control reactions support the crucial role of the carboxyl group in the substrate to mediate these transformations.

Lithium enediolates and dienediolates of carboxylic acids in synthesis: Alkylation with secondary halides

High yields in the alkylation of dianions of α,β-unsaturated carboxylic acids with secondary halides can be obtained despite elimination reactions occurring. α-Regioselectivity for the alkylation of but-2-enoic acids (1-4) is seldom obtained. Although dou

THE SYNTHESIS OF (-)-SIRENIN, SPERM ATTRACTANT OF THE WATER MOLD ALLOMYCES MACROGYNUS

Synthesis of (-)-sirenin 1a, sperm attracting hormone of Allomyces macrogynus was achieved through 10 steps from (-)-perillaldehyde 3.Formation of cyclopropane ring was executed diastereoselectively by the cyclization via intramolecular epoxide opening under carefully controlled condition.