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Synthesis of Chiral [2.2.1] Cryptand Incorporating Methyl 4,6-O- [(S)-Phenyletrylidene]-α-D-Mannopyranoside Unit

 

作者: Marek Pietraszkiewicz,   Janusz Jurczak,  

 

期刊: Journal of Carbohydrate Chemistry  (Taylor Available online 1985)
卷期: Volume 4, issue 3  

页码: 429-434

 

ISSN:0732-8303

 

年代: 1985

 

DOI:10.1080/07328308508070192

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

Recently, we described the high-yield synthesis of chiral [2.2.1J cryptands incorporating carbohydrates. Models show that variations of substituents in the carbohydrate fragment, e.g. in 4,6-O-acetals, may lead to asymmetric modifications in close proximity to the molecular cavity of the ligand, and therefore, to changes in enantiomeric differentiation. We wanted to obtain the cryptand2with an axial phenyl group, as shown in Fig.1, which is in contrast to a cryptand (1) obtained earlier with an equatorial phenyl group.

 

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