404339-10-2

Upstream product

• 404338-80-3 {(1S)-6-[(1R,2R,4S)-2-(benzyloxymethyl)-4-(methoxymethoxy)cyclopentyl]-1-methylhex-5-ynyloxy}-tert-butyldimethylsilane 
• 100-39-0 benzyl bromide 
• 89408-85-5 (S)-6-(hydroxymethyl)-5,6-dihydro-2H-pyran-2-one 
• 74500-58-6 (4S)-4-[tert-butyl(dimethyl)silyl]oxy-1-pentanol 
• 93929-67-0 tert-butyl[(1S)-4-iodo-1-methylbutoxy]dimethylsilane 
• 161561-86-0 (S)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-5,6-dihydro-2H-pyran-2-one 
• 327978-02-9 ethyl (4S)-4-(tert-butyl(dimethyl)silyloxy)pentanoate 
• 404338-86-9 [(1R,2S,4S)-4-(methoxymethoxy)-2-vinylcyclopentyl]methanol 
• 404338-85-8 (1R,2S,4S)-4-(methoxymethoxy)-2-vinylcyclopentanecarboxylic acid methyl ester 
• 404338-94-9 (3R,5S)-6-Hydroxy-5-methoxymethoxy-3-vinyl-hexanoic acid methyl ester 
• 404338-84-7 (3R)-3-[(2S)-3-iodo-2-(methoxymethoxy)propyl]pent-4-enoic acid methyl ester 
• 404338-95-0 ((1R,2S,4S)-4-Methoxymethoxy-2-vinyl-cyclopentylmethoxymethyl)-benzene 
• 404338-79-0 [(1R,2R,4S)-2-ethynyl-4-(methoxymethoxy)cyclopentylmethoxymethyl]benzene 
• 404338-96-1 [(1R,2R,4R)-2-(1,2-Dibromo-ethyl)-4-methoxymethoxy-cyclopentylmethoxymethyl]-benzene 

Relevant academic research and scientific papers

Role of conformational effects on the regioselectivity of macrocyclic INOC reactions: Two new asymmetric total syntheses of (+)-brefeldin A

We have gained some insight into the role of conformational effects on the regioselectivity of the macrocyclic intramolecular nitrile oxide cycloaddition observed in our (+)-brefeldin A synthesis. During the course of this regiochemical study, we have developed two novel stereoselective and regioselective schemes for total synthesis of (+)-brefeldin A (i.e. intramolecular nitrile oxide cycloaddition - isomerization and intermolecular nitrile oxide cycloaddition - ring closing metathesis strategies).