Abstract
Reaction of 2-alkyl-4-enamides 2, 9-15 with NIS and aqueous sodium bicarbonate results in the diastereoselective formation of the corresponding iodohydrins 3, 16-22 with essentially no iodolactone by-product. This methodology has been successfully employed for the synthesis of the epoxide intermediate 4 of the orally active Merck HIV-1 protease inhibitor L-735,524.
Original language | English (US) |
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Pages (from-to) | 2195-2198 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 36 |
Issue number | 13 |
DOIs | |
State | Published - Mar 27 1995 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry