860267-40-9

Upstream product

• 118415-99-9 (E)-1-(benzo[d][1,3]dioxol-6-yl)but-2-en-1-one 
• 860267-38-5 (SR)-2-(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}acetonitrile 
• 860267-39-6 (2S,3S)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4R,5R)2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3-methyl-5-oxopentanenitrile 
• 74-88-4 methyl iodide 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 860267-37-4 1-(benzo[d][1,3]dioxol-6-yl)-3-hydroxybutan-1-one 

Relevant academic research and scientific papers

First asymmetric synthesis and determination of the absolute configuration of a lignan isolated from virola sebifera

The first asymmetric synthesis of a lignan isolated from the seeds of Virola sebifera, one of the most widely spread Myristicaceae species in Brazil, in four steps (48 % overall yield) and with excellent stereoselectivity (de, ee ≥ 96%) is described. The key step is the asymmetric Michael addition of a lithiated enantiopure α-amino nitrile to an enone, followed by α-methylation and cleavage of the amino nitrile. The absolute configuration of the naturally occurring 1,4-diketone was determined by polarimetry as well as by CD spectroscopy and quantum chemical calculations. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.