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An improved synthesis of the strained pyrrolidine-5,5-translactam ring system
β Scribed by Alan D. Borthwick; Andy Crame; Anne Exall; Andy Mason; Andy Pennell
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 119 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
An improved synthesis of the 5-Oxo-hexahydro-pyrrolo[3,2-b]pyrrole ring system (Pyrrolidine-5,5trans-lactam ring system) has been achieved using cyclisation of the amino ethyl ester 4 with t-butyl magnesium chloride in THF to give the translactam 5 in 78% yield
π SIMILAR VOLUMES
A general two-step procedure for the reduction of indoles to the corresponding 4,5,6,7-tetrahydroindoles has been developed. A regioselective Birch reduction followed by catalytic hydrogenation is employed to accomplish this transformation. Yields for the sensitive pyrrole products are typically bet