Journal article
Strecker Reactions of Chiral N-Acylhydrazones
Heterocycles, Vol.70(1), pp.185-199
2006
DOI: 10.3987/COM-06-S(W)3
Abstract
Development of a method for addition of trimethylsilyl cyanide to chiral oxazolidinone-derived N-acylhydrazones is described. The diastereoselectivity was found to be highly dependent on the substituent of the oxazolidinone moiety; 4-phenyl-2-oxazolidinone achieved much higher stereocontrol than four other oxazolidinones screened. The reaction gives modest selectivity with aliphatic hydrazones and excellent selectivity with hydrazones prepared from aromatic aldehydes.
Details
- Title: Subtitle
- Strecker Reactions of Chiral N-Acylhydrazones
- Creators
- Gregory K Friestad - University of Iowa, ChemistryHui Ding
- Resource Type
- Journal article
- Publication Details
- Heterocycles, Vol.70(1), pp.185-199
- DOI
- 10.3987/COM-06-S(W)3
- ISSN
- 0385-5414
- Language
- English
- Date published
- 2006
- Academic Unit
- Chemistry
- Record Identifier
- 9983985932602771
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