77657-90-0Relevant articles and documents
Bioinspired Divergent Oxidative Cyclization from Strictosidine and Vincoside Derivatives: Second-Generation Total Synthesis of (?)-Cymoside and Access to an Original Hexacyclic-Fused Furo[3,2-b]indoline
Dou, Yingchao,Kouklovsky, Cyrille,Vincent, Guillaume
, p. 17190 - 17194 (2020/12/01)
The second-generation synthesis of (?)-cymoside as well as the formation of a new hexacyclic-fused furo[3,2-b]indoline framework is reported. After a Pictet–Spengler condensation between secologanin tetraacetate and tryptamine, the course of the cyclization of the 7-hydroxyindolenine intermediate, generated by oxidation with an oxaziridine, depended on the stereochemistry of the 3-position. The 3-(S)-strictosidine stereochemistry delivered efficiently the scaffold of cymoside via intramolecular coupling with the C16–C17 enol ether, while the 3-(R)-vincoside stereochemistry directed towards the reaction with the C18–C19 terminal alkene and the formation of the unexpected caged compound.
DIHYDROPYRONE COMPOUNDS AND HERBICIDES COMPRISING THE SAME
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, (2014/06/23)
The present invention provides a compound having an excellent efficacy for controlling weeds. A dihydropyrone compound of formula (I): wherein m is 1, 2 or 3; n is an integer of any one of 1 to 5; X represents O, S, S(O) or S(O)2; R1 /sup
1,5-Hydrogen transfers from carbon to N-tributyltin substituted nitrogen
Kim, Sunggak,Yeon, Kyu Man,Yoon, Kwang Sub
, p. 3919 - 3922 (2007/10/03)
1,5-H transfers from carbon to N-tributyltin substituted nitrogen proceeded smoothly and were much more efficient than 1,5-H transfers from carbon to ordinary nitrogen. 1,5-Tribuyltin group transfer from carbon to nitrogen and intramolecular addition of an aminyl radical to a nitrile group were also observed for the first time.