180722-67-2

Upstream product

• 628-71-7 1-Heptyne 
• 80910-01-6 (S)-2-[(4-methoxybenzyloxy)methyl]oxirane 
• 603040-44-4 [(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-acetaldehyde 
• 220524-51-6 2-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-ethanol 
• 66348-34-3 2,2-dimethyl-4-oct-2Z-enyl-(S)-1,3-dioxolane 
• 66348-35-4 (2S)-1,2-dihydroxydec-4Z-ene 
• 220524-52-7 (S)-2-(4-Methoxy-phenyl)-4-((Z)-oct-2-enyl)-[1,3]dioxolane 
• 603040-43-3 [(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-acetic acid methyl ester 
• 220524-47-0 (Z)-(S)-2-(4-Methoxy-benzyloxy)-dec-4-en-1-ol 

Downstream Products

• 220524-50-5 (3S,1E,5Z)-3-para-methoxyphenylmethoxy-1-iodoundec-1,5-diene 
• 452920-27-3 (R)-6-{(1S,2S)-2-[(2E,6Z)-(1R,4S)-1-Hydroxy-4-(4-methoxy-benzyloxy)-dodeca-2,6-dienyl]-cyclopropyl}-tetrahydro-pyran-2-one 

Relevant academic research and scientific papers

Structure elucidation of nigricanoside A through enantioselective total synthesis

Nigricanoside A was isolated from green alga, and its dimethyl ester was found to display potent cytotoxicity. Its scarcity prevented a full structure elucidation, leaving total synthesis as the only means to determine its relative and absolute stereochemistry and to explore its biological activity. Here we assign the stereochemistry of the natural product through enantioselective total synthesis and provide initial studies of its cytotoxicity.

A chiron approach to the cyclopropyl lactone oxylipins

Enantiomerically pure key intermediates for the synthesis of constanolactones A and B and solandelactones A, B, E and F, the hydroxy- protected (3S,5Z)-undec-1-yn-5-en-3-ol and (3S,1E,5Z)-1-iodoundec-1,5-dien- 3-ol, have been obtained in nine steps starting from (S)-malic acid.