- Abstract:
-
The diastereoselective conjugate addition of lithium (S)-N-benzyl-N-[small alpha]-methylbenzylamide has been successfully applied to the first asymmetric syntheses of cis-(3S,4R)- and trans-(3R,4R)-4-aminotetrahydrofuran-3-carboxylic acids (26% and 25% overall yield respectively, >98% d.e. and >97% e.e. in each case). Furthermore, the most efficient asymmetric synthesis to date of cis-(3R,4R)- and trans-(3R,4S)-4-aminopyrrolidine carboxylic acids is delineated: for cis-(3R,4R), four ste...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1039/b407558g
-
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- Journal:
- Organic and biomolecular chemistry
- Volume:
- 2
- Issue:
- 19
- Pages:
- 2763-2776
- Publication date:
- 2004-10-05
- DOI:
- EISSN:
-
1477-0539
- ISSN:
-
1477-0520
- URN:
-
uuid:dc404f43-a889-46d7-b19d-1e9895ef9554
- Source identifiers:
-
110544
- Local pid:
- pubs:110544
- Language:
- English
- Keywords:
- Copyright date:
- 2004
Journal article
Asymmetric synthesis of the cis- and trans-stereoisomers of 4-aminopyrrolidine-3-carboxylic acid and 4-aminotetrahydrofuran-3-carboxylic acid.
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