A convenient oxazole C-2 protecting group: the synthesis of 4- and 5-substituted oxazoles via metalation of 2-triisopropylsilyloxazoles |
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| Authors: | Miller Ross A Smith Randi M Marcune Benjamin |
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| Institution: | Department of Process Research, Merck Research Laboratories, Rahway, New Jersey 07065, USA. ross_miller@merck.com |
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| Abstract: | reaction: see text] Metalation of oxazoles at the 4 and 5 position was achieved after regioselective C-2 silyl protection. Removal of the protecting group was then accomplished under mild conditions allowing for a straightforward preparation of C-5 monosubstituted and C-4,5 disubstituted oxazoles. The first practical C-2 protecting group of oxazoles has been demonstrated. |
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