860267-41-0

Upstream product

• 120-57-0 piperonal 
• 124686-47-1 (4S,5S)-(+)-2,2-Dimethyl-5-methylamino-4-phenyl-1,3-dioxan 
• 151-50-8 potassium cyanide 
• 143-33-9 sodium cyanide 

Downstream Products

• 181475-12-7 (R)-Benzo[1,3]dioxol-5-yl-[((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-methyl-amino]-((R)-5-oxo-tetrahydro-furan-3-yl)-acetonitrile 
• 860267-42-1 (2R,3R)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3-methyl-5-oxopentanenitrile 
• 105661-64-1 (3S,4S)-(-)-4-(Benzo<1.3>dioxol-5-carbonyl)-3-(3,4,5-trimethoxybenzyl)-4,5-dihydrofuran-2(3H)-one 
• 860267-43-2 (2R,3R,4R)-2,5-bis(benzo[d][1,3]dioxol-6-yl)-2-{methyl[(4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl]amino}-3,4-dimethyl-5-oxopentanenitrile 

Relevant academic research and scientific papers

Asymmetric synthesis of β-nitro ketones via Michael addition of lithiated α-amino nitriles to nitroalkenes

(Chemical Equation Presented) α-Amino nitriles, easily prepared from aldehydes, KCN, and an enantiopure secondary amine auxiliary, are metalated and used as nucleophiles in asymmetric Michael additions to nitroalkenes to afford the Michael adducts in good

Asymmetrie synthesis of (+)-hinokinin, (+)-dihydrocubebin and cubebin dimethyl ether, a new lignan from Phyllanthus niruri

The asymmetric synthesis of the new lignan cubebin dimethyl ether was accomplished in eight steps with an overall yield of 40%. In addition, the known lignans (+)-hinokinin and (+)-dihydrocubebin were synthesized by this route. Our approach involves the h

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.

Diastereo- and enantioselective synthesis of lignan building blocks by tandem Michael addition/electrophilic substitution of lithiated α-amino nitriles to furan-2(5H)-one

Starting from chiral α-amino nitrites (S,S,R/S)-3, we prepared β-aroyl-γ-butyrolactones (S)-5 as well as 2,3-disubstituted γ-butyrolactones (S,S)- or (R S,R)-6 in high yields and with high enantiomeric excesses by conjugate addition to butenolide, followed by protonation, α-alkylation or α-aldol addition, respectively. The introduction of one up to three stereogenic centers opens a flexible and highly efficient diastereo- and enantioselective route to 2,3-dibenzylated γ-butyrolactones 6, which proved to be important lignan building blocks. VCH Verlagsgesellschaft mbH, 1996.