Abstract
The 1,3-dioxolan-4-ones readily derived from alpha-hydroxy acids act as convenient acyl anion equivalents by deprotonation - alkylation Followed by flash vacuum pyrolysis. Conjugate addition of their anions to ethyl crotonate similarly gives beta-methyl-gamma-oxo esters and by using chiral dioxolanones these can be obtained in up to 86% e.e.
| Original language | English |
|---|---|
| Pages (from-to) | 102-104 |
| Number of pages | 4 |
| Journal | Synlett |
| Publication status | Published - Jan 1998 |
Keywords
- chiral acyl anion equivalents
- 1,3-dioxolan-4-ones
- flash vacuum pyrolysis
- asymmetric synthesis
- ASYMMETRIC NUCLEOPHILIC ACYLATION
- FORMALDEHYDE SAMP-HYDRAZONE
- ENANTIOSELECTIVE SYNTHESIS
- MICHAEL ADDITION
- AMINO NITRILES
- ALKYLATION
- NITROOLEFINS