Abstract
A practical large-scale synthesis of the naphthosultam-based side chain of the anti-MRSA antibiotic 1 has been achieved in 29% overall yield over seven steps from 1-methylnaphthalene. The synthesis was completed without the use of protecting groups, featuring a novel naphthosultam annelation, a chemoselective acid-catalyzed triflation, and the use of a novel naphthosultam dianion to effect functionalization through benzylic metalation.
Original language | English (US) |
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Pages (from-to) | 1399-1406 |
Number of pages | 8 |
Journal | Journal of Organic Chemistry |
Volume | 65 |
Issue number | 5 |
DOIs | |
State | Published - Mar 10 2000 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Organic Chemistry