495384-65-1

Upstream product

• 3521-91-3 (4R)-hept-1-en-ol 
• 100-39-0 benzyl bromide 

Downstream Products

• 1353725-05-9 (R)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1353725-04-8 benzyl allyl((4R,6R)-6-(benzyloxy)non-1-en-4-yl)carbamate 
• 1353725-03-7 {(4R,6R)-6-(azido)non-8-en-4-yloxymethyl}benzene 
• 1353725-02-6 (4S,6R)-6-(benzyloxy)non-1-en-4-ol 
• 1353725-08-2 (S)-benzyl 6-((R)-2-(benzyloxy)pentyl)-5,6-dihydropyridine-1(2H)-carboxylate 
• 1353725-07-1 benzyl allyl((4R,6S)-6-(benzyloxy)non-1-en-4-yl)carbamate 
• 1353725-06-0 {(4R,6S)-6-(azido)non-8-en-4-yloxymethyl}benzene 
• 1229648-45-6 (4R,6R)-6-(benzyloxy)non-1-en-4-ol 
• 1229648-44-5 (R)-3-(benzyloxy)hexanal 
• 495384-75-3 (4R,8R)-4,8-di-O-benzyl-6-O-(3',4'-dimethoxybenzyl)-undec-1-ene-4,6,8-triol 
• 495384-74-2 (4S,8R)-4,8-di-O-benzyl-6-O-(3',4'-dimethoxybenzyl)-undec-1-ene-4,6,8-triol 
• 495384-72-0 (4S,8R)-8-O-benzyl-6-O-(3',4'-dimethoxybenzyl)-undec-1-ene-4,6,8-triol 
• 495384-73-1 (4R,8R)-8-O-benzyl-6-O-(3',4'-dimethoxybenzyl)-undec-1-ene-4,6,8-triol 
• 495384-70-8 (5R)-5-O-benzyl-3-O-(3',4'-dimethoxybenzyl)-octane-1,3,5-triol 

Relevant academic research and scientific papers

Complete stereochemistry of tetrafibricin

(Matrix presented) With use of the NMR databases in achiral and chiral solvents, the complete stereochemistry of tetrafibricin (1) has been elucidated without degradation of the carbon framework.

Total synthesis of 2-(2-hydroxyalkyl)-piperidine alkaloids (-)-halosaline and (-)-8-epi-halosaline via iterative asymmetric allylation/RCM strategy

Total synthesis of 2-(2-hydroxyalkyl)-piperidine alkaloids, (-)-halosaline and (-)-8-epi-halosaline is reported from n-butyraldehyde using iterative asymmetric allylation, nucleophilic substitution with an azide and ring-closing metathesis as the key reactions.

Formal synthesis of (-)-Neopeltolide featuring a highly stereoselective oxocarbenium formation/reduction sequence

The formal synthesis of the unnatural (-)-neopeltolide core is discussed in detail. Efficient application of the Evans protocol for the synthesis of 1,3-syn-diols via an intramolecular hetero-Michael addition followed by reductive deprotection of the resulting benzylidene acetal allowed for swift access to the δ-lactone. Central to the synthetic approach is a tandem nucleophilic addition-diastereoselective axial reduction of an in situ generated oxocarbenium cation to assemble the β-C-glycoside moiety of the neopeltolide core.