1997 stereochemistry stereochemistry (general, optical resolution) O 0030 ## 43 -039 2-Amino-1-phenyl-propan-1,3-diol as Chiral Auxiliary. Application in the Synthesis of cis 3-Phthalimido-4-styryl-2-azetidinones. -The title N-protected azetidinones like (IV), (V), and (XI) are obtained in optica
2-Amino-1-phenyl-propan-1,3-diol as chiral auxiliary. Application in the synthesis of cis 3-Phthalimido-4-styryl-2-azetidinones
โ Scribed by Tamas E Gunda; Ferenc Sztaricskai
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 686 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
โฆ Synopsis
were obtained in optically pure form by chiral Staudinger reaction. The cis-al~-ratio could be influenced by the protective groups of the diol moiety. Removal of the chiral auxiliarity could be accomplished by direct oxidation, or by previous double bond formation, thus the 2-amino-l-phenyl-propan-l,3-diol can be regarded to a generally useful chiral auxiliary.
๐ SIMILAR VOLUMES
The synthesis and resolution of cis-1-amino-2-hydroxy-1,2,3,4tetrahydronaphthalene 5 by a simple and straightforward methodology has been achieved. The homochiral aminoalcohol has been used in the catalytic reduction of ketones by means of BH 3 .SMe2 affording secondary alcohols in high enantiomeric