Diastereoselektive Diels??Alder??Reaktionen mit α??Chlornitrososacchariden

…, FP Schmidtchen, R Prewo, A Vasella

Index: Braun, Heinz; Felber, Helena; Kresze, Guenter; Schmidtchen, Franz P.; Prewo, Roland; Vasella, Andrea Liebigs Annalen der Chemie, 1993 , # 3 p. 261 - 268

Full Text: HTML

Citation Number: 21

Abstract

The a-chloronitroso reagent 2 obtained from ribose via the lactone oxime 3 reacts with the dienes 6-10 at low temperature to give the chiral dihydrooxazines 11-16 in 63-96% yield and> 96% enantiomeric excess. The reagents 1 and 2 which are approximately mirror images in the vicinity of the chloronitroso function lead to opposite enantiomers of 11-16. The absolute configuration of the products was determined by chemical degradation and ...

Related Articles:

Asymmetric synthesis of uncommon α-amino acids by diastereoselective alkylations of a chiral glycine equivalent

[Tanaka, Kiyoshi; Ahn, Mija; Watanabe, Yukari; Fuji, Kaoru Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1771 - 1782]

Asymmetric synthesis of uncommon α-amino acids by diastereoselective alkylations of a chiral glycine equivalent

[Tanaka, Kiyoshi; Ahn, Mija; Watanabe, Yukari; Fuji, Kaoru Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1771 - 1782]

Dynamic kinetic resolutions catalyzed by a planar-chiral derivative of DMAP: enantioselective synthesis of protected α-amino acids from racemic azlactones

[Liang, Jack; Ruble, Craig; Fu, Gregory C. Journal of Organic Chemistry, 1998 , vol. 63, # 10 p. 3154 - 3155]

Synthesis of Chiral Benzimidazoles as Acylating Agents for Kinetic Resolution of Racemic α??Amino Esters

[Xu, Hao; Tian, Hua; Liu, Qingwen; Wang, Li; Zhang, Suoqin; Zheng, Liangyu Journal of Heterocyclic Chemistry, 2012 , vol. 49, # 5 p. 1108 - 1113,6]

Asymmetric synthesis of uncommon α-amino acids by diastereoselective alkylations of a chiral glycine equivalent

[Tanaka, Kiyoshi; Ahn, Mija; Watanabe, Yukari; Fuji, Kaoru Tetrahedron Asymmetry, 1996 , vol. 7, # 6 p. 1771 - 1782]

More Articles...