Vinylogous Mannich Reactions. The Asymmetric Total Synthesis of (+)-Croomine
β Scribed by Martin, Stephen F.; Barr, Kenneth J.
- Book ID
- 127001707
- Publisher
- American Chemical Society
- Year
- 1996
- Tongue
- English
- Weight
- 115 KB
- Volume
- 118
- Category
- Article
- ISSN
- 0002-7863
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A concise synthesis of (-)-3, a known precursor of pumiliotoxin 251D, has been completed using a vinylogous Mannich reaction as a key construction. Silyloxyfuran 10 added to methoxypyrrolidine 20 in the presence of TMS-OTf to give a mixture (4.8:1) of 21 and 22 in 57% yield. Reduction and global dep