A New Synthesis of Pyrrolidines by Way of an Enantioselective Mannich/Diastereoselective Hydroamination Reaction Sequence
β Scribed by Baxter Vu, Jenny M.; Leighton, James L.
- Book ID
- 118058719
- Publisher
- American Chemical Society
- Year
- 2011
- Tongue
- English
- Weight
- 887 KB
- Volume
- 13
- Category
- Article
- ISSN
- 1523-7060
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## Abstract Natural Vincamine (**1**) has been synthesized in an enantioselective manner starting from the ethylpentenal **7**. In the key step a mixture of the diastereoisomeric racemates, **14** and **15**, was directly obtained from the silyl enol ether **11** and the dihydroβΞ²βcarboline **12**
## Abstract Novel Ξ²βamino esters bearing a bioactive benzothiazole moiety were obtained with high enantioselectivities (up to 95β%β__ee__) through a Mannichβtype reaction of different imines with malonate in the presence of a new chiral cinchona alkaloid thiourea catalyst. Imines derived from both