2436-29-5Relevant articles and documents
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Bott
, p. 1304 (1969)
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Divergent Stereocontrolled Synthesis of the Enantiopure Tetracyclic Cores of Asparagamine A and Stemofoline via an Intramolecular 2-Propylidine-1,3-(bis)silane Bicyclization
Anderson, Bryon K.,Livinghouse, Tom
, p. 9847 - 9855 (2015)
A concise and highly diastereoselective synthesis of the polyfused tetracyclic cores of the Stemona alkaloids asparagamine A and stemofoline that relies on a 2-propylidine-1,3-(bis)silane bicyclization onto a enantiodefined pyrrolidine 2,5-di(cation) equivalent derived from l-malic acid is reported. A crucial feature of this divergent synthetic approach involves the solvolysis of a transient and highly labile tertiary-propargylic hydroxylactam trifluoroacetate in the strongly ionizing medium 5 M LiClO4/Et2O. The acyliminium ion generated in this manner undergoes stereospecific interception by the aforementioned (bis)silane nucleophile.
Robust synthesis and crystal-structure analysis of 7-cyano-7-deazaguanine (PreQ0 base) and 7-(aminomethyl)-7-deazaguanine (PreQ1 base)
Klepper, Florian,Polborn, Kurt,Carell, Thomas
, p. 2610 - 2616 (2005)
We describe robust and efficient synthetic methods for the synthesis of the preQ0 and preQ1 bases, which are the biosynthetic precursors of the hypermodified RNA nucleoside queuosine. The X-ray crystal-structure analysis of preQ1 is also described.
Cross-Selective Aza-Pinacol Coupling via Atom Transfer Catalysis
Nagib, David A.,Rafferty, Sean M.,Rutherford, Joy E.,Wang, Lu,Zhang, Lumin
supporting information, p. 5622 - 5628 (2021/05/07)
A cross-selective aza-pinacol coupling of aldehydes and imines has been developed to afford valuable β-amino alcohols. This strategy enables chemoselective conversion of aliphatic aldehydes to ketyl radicals, in the presence of more easily reduced imines and other functional groups. Upon carbonyl-specific activation by AcI, a photoinitiated Mn catalyst selectively reduces the resulting α-oxy iodide by an atom transfer mechanism. The ensuing ketyl radical selectively couples to imines, precluding homodimerization by a classical reductive approach. In this first example of reductive, ketyl coupling by atom transfer catalysis, Zn serves as a terminal reductant to facilitate Mn catalyst turnover. This new strategy also enables ketyl radical couplings to alkenes, alkynes, aldehydes, propellanes, and chiral imines.
Synthesis process of spermidine and intermediate thereof
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Paragraph 0027-0029, (2021/10/27)
The invention provides a synthesis process of spermidine (I) which takes 3 -t-butyloxycarbonyl V (N -) and -1-t-butyloxycarbonyl 4 - IV butanediamine (N -) as a raw material to obtain the spermidine trihydrochloride (-4 - II III) by reductive amination reaction, and provides a novel method for chemical synthesis of spermidine by liberation of the protecting group from the intermediate I (3 -) to obtain the spermidine (III) II.