907203-97-8Relevant academic research and scientific papers
Synthesis and NMDA-receptor affinity of 4-oxo-dexoxadrol derivatives
Sax, Michael,Ebert, Kirstin,Schepmann, Dirk,Wibbeling, Birgit,Wuensch, Bernhard
, p. 5955 - 5962 (2006)
A synthesis of novel dexoxadrol analogues is described, which allows modifications of the piperidine substructure. The key step of the synthesis is a hetero Diels-Alder reaction of the imine 12 with Danishefsky's diene 6. After separation of the diastereo
Total regio- and diastereocontrol in the aldol reactions of dienolborinates
Ramachandran, P. Veeraraghavan,Nicponski, Daniel,Kim, Bomi
, p. 1398 - 1401 (2013/05/09)
It is reported that appropriate dienolborinates can provide access to both diastereomers of 2-(hydroxymethyl)but-3-enoates through exclusive α-regiocontrol in a non-vinylogous pathway. Contrary to previous reports in which dialkylchloroboranes failed to enolize propanoates, acidity-enhanced but-3-enoates readily undergo enolization, offering unprecedented control over the formation of these valuable synthons. The first example of an aldol reaction in the presence of a phosphine-borane adduct is also reported.
