Improved asymmetric syntheses of (R)-(−)-homocitrate and (2R,3S)-(−)-homoisocitrate, intermediates in the α-aminoadipate pathway of fungi
✍ Scribed by Guoxiang Ma; David R.J Palmer
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 71 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Improved asymmetric syntheses of the title compounds are reported. Both products are produced through diastereoselective alkylation of malic acid; (R)-homocitrate synthesis uses the self-regeneration of stereocenters approach. Both procedures represent an improvement in yield over existing methods without loss of stereoselectivity.
📜 SIMILAR VOLUMES
The titanium derivative 4a of the bislactim ether l a from cyclo-(L-Val-Gly) reacts with + m a t u r a t e d aldehydes 5 exclusively by 1.2-addition in a highly diastereowlective mode to give virtually only the (2R,l'S) diastereomers of type 6. Upon hydrolysis these furnish the methyl (2R,3S)-thrm-2