404338-82-5

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 161561-86-0 (S)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}-5,6-dihydro-2H-pyran-2-one 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 89408-85-5 (S)-6-(hydroxymethyl)-5,6-dihydro-2H-pyran-2-one 

Downstream Products

• 404338-83-6 (3R)-3-[(2S)-3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]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 
• 404338-93-8 3-[3-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-propyl]-pent-4-enoic acid methyl ester 
• 404339-21-5 [(Z)-(R)-6-((1S,2R,4S)-2-Benzyloxymethyl-4-methoxymethoxy-cyclopentyl)-1-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane 
• 404339-10-2 [(Z)-(S)-6-((1S,2R,4S)-2-Benzyloxymethyl-4-methoxymethoxy-cyclopentyl)-1-methyl-hex-5-enyloxy]-tert-butyl-dimethyl-silane 
• 404338-97-2 {(1R)-6-[(1R,2R,4S)-2-(benzyloxymethyl)-4-(methoxymethoxy)cyclopentyl]-1-methylhex-5-ynyloxy}-tert-butyldimethylsilane 
• 404338-80-3 {(1S)-6-[(1R,2R,4S)-2-(benzyloxymethyl)-4-(methoxymethoxy)cyclopentyl]-1-methylhex-5-ynyloxy}-tert-butyldimethylsilane 

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).