6236-10-8Relevant articles and documents
Regio- and stereocontrolled hydrocyanation of chiral 2-alkylglycidamides with Et2AlCN: Synthesis of enantiomerically pure mono- and disubstituted malic acid derivatives
Garcia Ruano, Jose L.,Fernandez-Ibaez,Martin Castro, Ana M.,Rodriguez Ramos, Jesus H.,Rubio Flamarique, Ana C.
, p. 1321 - 1325 (2007/10/03)
The opening of the oxirane ring of glycidamides with Et2AlCN takes place under mild conditions in a completely regio- and stereoselective manner to afford β-cyano carboxamide derivatives, which are immediate precursors of mono- and disubstituted malic acid derivatives. The complete control of the regioselectivity can be rationalized as a consequence of the association of the reagent with the carboxamide group prior to intramolecular cyanide transfer.
Structure revision and assignment of absolute stereochemistry of a marine C21 bisfuranoterpene
Capon, Robert J.,Jenkins, Alister,Rooney, Francis,Ghisalberti, Emilio L.
, p. 638 - 639 (2007/10/03)
The C21 bisfuranoterpene (-)-isotetradehydrofurospongin-1 (6), previously isolated from a Western Australian Spongia sp., has been reisolated from a specimen of Spirastrella papilosa collected during scientific trawling operations in the Great Australian Bight. A 2D NMR analysis of 6 has prompted reassignment of the published structure 5, while degradation and chiral HPLC analysis have allowed determination of the absolute stereochemistry.
Asymmetric synthesis of (R)(-)-dimethyl citramalate
Jew, Sang-Sup,Kim, Hyun-Ah,Song, Sam-Mi,Jang, Jung-Sook,Park, Hyeung-Geun
, p. 153 - 156 (2007/10/03)
An asymmetric synthesis of (R)(-)-dimethyl citramalate (1), involving halolactonization by using (S)(-)-proline as a chiral auxiliary, is reported.