Abstract
Piclavines AI and A2 have been synthesised for the first time. The route is short with the key step being the reaction of a bicyclic N-acyl iminium ion with 3-trimethysilyl-1-decene. This convergent strategy gave exclusively compounds in which the pendant decenyl group was axial, as a 6:1 mixture of E:Z-alkene diastereoisomers. Reduction of the lactam carbonyl group gave a 6:1 mixture of piclavines Al and A2, (C) 2000 Published by Elsevier Science Ltd.
Original language | English |
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Pages (from-to) | 5411-5414 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 41 |
Issue number | 28 |
Publication status | Published - 08 Dec 2000 |
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery