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Please login to access the full content or check if you have access via11.12.1.1.2.3 Method 3: From α-Hydroxy Ketones and Carbamic Acid Derivatives
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Boyd, G. V., Science of Synthesis, (2002) 11, 393.
In a variation of the previous method (Section 11.12.1.1.2.2), α-hydroxy ketones 42 react with urethane or, better, carbamyl chloride to yield oxazol-2(3H)-ones 12. The reaction proceeds in two stages (Scheme 19), and the intermediate esters 47 are used without purification.[49]
Meeeee 88 Meeeee-8(8M)-eeee eeee α-Meeeeee Meeeeee eee Meeeeeee Meee Meeeeeeeeee[88]
M8 | M8 | Meeee (%) | Mee |
---|---|---|---|
Me | Me | 88 | [88] |
Me | Me | 88 | [88] |
Me | Me | 88 | [88] |
(MM8)8Me | (MM8)8Me | 88 | [88] |
(MM8)8Me | (MM8)8Me | 88 | [88] |
Me | Me | 88 | [88] |
8-MeMM8M8 | Me | 88 | [88] |
Me | Me | 88e | [88] |
Me | (MM8)8Me | 88e | [88] |
Me | Me | 88e | [88] |
e Mee eeeeeee eeee eee eeeeeee eeee MMM eee eeeeeee e, eeeeee eeee M8M, eee eeeeee ee ee eeeeeeeee ee eee eeeeeeeeeeee eeeeeeeee.
e Meeeeee eee eeeeee ee eeeeeee eeee eeeeeeee (8–88 eeeee). Mee eeeeeee eee eeeeee eeeeeeee, eeeeee eeee M8M, eee eee eeeeeeeeeee eee eeeeeeeee; ee 888°M.
Meeeeeeeeeee Meeeeeeee
8,8-Meeeeeeeeeeee-8(8M)-eee (88, M8 = M8 = Me); Meeeeee Meeeeeeee:[88]
M eeee ee 8-eeeeeeeeeeee-8-eee (88.8 e, 888 eeee) eee eeeeeeee eeeeeeee (88.8 e, 888 eeee) ee eeeeeee (888 eM) eee eeeeee eee eeeeeee eeee e eeeee ee eeeeeeee, eee eeee eee eeeee eee eeeeeee e. Mee eeeeeee eee eeeeeeeee eee eee eee eeeeeeee eeeee 88 (M8 = M8 = Me) eee eeeeeeee eee 8 e eeee 88% M8MM8 ee MeMM. Mee eeeeeeeee eeee eee eeeeee eeee M8M eee eee eeeeeee eee eeeeeeee eeeeee eeeeeeee ee eee eeeeeeee ee MeMM. Meeeeeeeee eeee Me8M, eeeeee (Me8MM8), eee eeeeeeeeeeee eeee eee eeeeeee; eeeee: 88 e (88%); ee 888–888°M/8.88 Meee; ee 88°M.
References
[49] | Meeeeee, M., Meee. Mee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8, 888.
- 8.Meeeee-Meee, (8888) M 8e, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.