Study of the Reactions between Vinylmagnesium Bromide and Imines Derived from (R)??Glyceraldehyde− The Key Step in the Stereodivergent Synthesis of …

…, C Cativiela, MD Díaz??de??Villegas…

Index: Badorrey, Ramon; Cativiela, Carlos; Diaz-de-Villegas, Maria D.; Diez, Roberto; Galvez, Jose A. European Journal of Organic Chemistry, 2003 , # 12 p. 2268 - 2275

Full Text: HTML

Citation Number: 8

Abstract

Abstract A total stereodivergent method for the synthesis of enantiopure syn-and anti-2- amino-1, 3, 4-butanetriol (ABT) derivatives from inexpensive and readily available D- mannitol has been developed. Key steps include:(a) the diastereoselective addition of vinylmagnesium bromide to conveniently protected N-benzylimines derived from (R)- glyceraldehyde, and (b) the oxidative degradation of the C− C double bond of the ...

Related Articles:

Chirospecific synthesis of (+)-pilocarpine

[Compagnone, Reinaldo S.; Rapoport, Henry Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1713 - 1719]

Titanium chloride-mediated reactions of the silyl ketene acetals derived from N-methylephedrine esters: an asymmetric variant of the Mukaiyama reaction

[Gennari, Cesare; Colombo, Lino; Bertolini, Giorgio Journal of the American Chemical Society, 1986 , vol. 108, # 20 p. 6394 - 6395]

Characterization of d-amino acid aminotransferase from Lactobacillus salivarius

[Kobayashi, Jyumpei; Shimizu, Yasuhiro; Mutaguchi, Yuta; Doi, Katsumi; Ohshima, Toshihisa Journal of Molecular Catalysis B: Enzymatic, 2013 , vol. 94, p. 15 - 22]

ω-Transaminase-catalyzed asymmetric synthesis of unnatural amino acids using isopropylamine as an amino donor

[Park, Eul-Soo; Dong, Joo-Young; Shin, Jong-Shik Organic and Biomolecular Chemistry, 2013 , vol. 11, # 40 p. 6929 - 6933]

Plasmid??based, D??aminopeptidase??catalysed synthesis of (R)??amino acids

[Asano, Yasuhisa; Kishino, Katsuhiko; Yamada, Akiko; Hanamoto, Sawako; Kondo, Kiyosi Recueil des Travaux Chimiques des Pays-Bas, 1991 , vol. 110, # 5 p. 206 - 208]

More Articles...