21391-40-2Relevant articles and documents
An efficient and practical synthesis of BINAM derivatives by diastereoselective [3,3]-rearrangement
Li, Bing,Zhang, Shengyong,Chen, Weiping
, p. 1002 - 1007 (2014/08/18)
This work describes an efficient, practical, and diastereoselective synthesis of enantiomerically pure BINAM derivatives by utilizing the acid-catalyzed [3,3]-sigmatropic rearrangement of readily accessible N-(-)-menthoxycarbonyl-diaryl hydrazines as a key step. The yield of the rearrangement is very high and two diastereomers thus obtained are easily separable.
Synthesis and cellular effects of cycloterpenals: Cyclohexadienal-based activators of neurite outgrowth
Bench, Bennie J.,Tichy, Shane E.,Perez, Lisa M.,Benson, Jenna,Watanabe, Coran M.H.
experimental part, p. 7573 - 7581 (2009/04/04)
An unusual class of diterpenoid natural products, 'cycloterpenals' (with a central cyclohexadienal core), that arise in nature by condensation of retinoids and other isoprenes, have been isolated from a variety of organisms including marine sponges as well as from the human eye. A milk whey protein has also demonstrated the formation of a cycloterpenal derived from β-ionylidineacetaldehyde. Here, we generate a synthetic library of these molecules where we detail reaction conditions required to effect cross condensation of α,β-unsaturated aldehydes as opposed to homodimerization. The ability of this class of molecules to activate neurite outgrowth activity is reported.
Synthesis of functionalized α-amino-phosphine oxides and -phosphonates by addition of amines and aminoesters to 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes
Palacios, Francisco,Aparicio, Domitila,López, Yago,De Los Santos, Jesús M.
, p. 2815 - 2830 (2007/10/03)
1,2-Diaza-1,3-butadienes derived from phosphine oxides and phosphonates and with optically active substituents on N-1 and C-3 are obtained by 1,4-elimination from chlorohydrazonoalkyl-phosphine oxides and -phosphonates in the presence of bases. Michael ad
Addition of amine derivatives to phosphorylated 1,2-diaza-1,3-butadienes. Synthesis of α-aminophosphonates
Palacios, Francisco,Aparicio, Domitila,López, Yago,De Los Santos, Jesús M.
, p. 4345 - 4348 (2007/10/03)
Achiral and chiral 1,2-diaza-1,3-butadienes derived from phosphine oxides and phosphonates are obtained from hydrazonoalkyl-phosphine oxides and -phosphonates. Michael addition (1,4-addition) of ammonia, aminoesters and aminoalcohols to these azo-alkenes
Synthesis and ene reactions of di-(-)-methyl diazenedicarboxylate
Brimble, Margaret A.,Heathcock, Clayton H.,Nobin, Gregory N.
, p. 2007 - 2016 (2007/10/03)
The preparation of di-(-)-menthyl diazendicarboxylate 3 is described. Reaction of hydrazine with excess (-)-menthyl chloroformate 1 afforded dimenthyl diazanedicarboxylate 2 which was then oxidized to the azo-enophile 3. The azo-ene reactions of 3 with th
