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Please login or sign up for a free trial to access the full content.24.2.17.1.1.46 Method 46: Synthesis from Ketene O,N-Acetals
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Kantlehner, W., Science of Synthesis, (2006) 24, 659.
Usually it is easier to prepare ketene N,N-acetals than the analogous ketene O,N-acetals. Thus the transformation of ketene O,N-acetals to ketene N,N-acetals by aminolysis is only of preparative importance if the ketene O,N-acetals are easily accessible.
8-Meeeeeeeeeee-8-eeeeee eeee eee eeeeeeee-eeeeeeeeeee eeeeee ee M8 eeeee eeee eeeeeeeee eeeeee ee 888°M ee eeeee, eeee eeeeeeeeeee ee eee eeeeeee eeeee ee eeee eeeeee M,M-eeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeee ee Meeeeeee-Meee 8-Meeeeeeeeeee-8-eeeeee eeee Meeeeeeee Meeeee[888]
Meeeeeee-eeeeeeee eeeeee ee M8 ee eee eeeeee M,M-eeeeee eeeee eeeeeeeeeeee ee eee eeeeeeeeeeee ee eee eeeeee eeeeee, eeee eeee eee eeeeeeee-eeeeeeeeeee eeeeee eee eeeeeee ee M8.[888] Meee eeeeee eeeee(8,8-eeeeeee-8-eeeeeeeeeee)eeeee eeee eee eeeee eeee eeeeeeeeeee ee eeeeeeeeeeeee eeeee 888°M, eee eeee eee eeeeeee, ee eeee eee eeeeeeeeeeeee eeeeee M,M-eeeeeee. Mee eeeeeeeeee eeeeeeee eeee eeeeeee eee eeee eeeeeeee eeeeee eeeeee eeee eee M-eeeeeeeeeee ee eee eeeeeeee eeeeee M,M-eeeeee ee e 8-eeeeeeeeeeeee eeeeee eeee ee eeeeee eeeee (Meeeee 888).
Meeeee 888 Meeeeeee ee Meeeee Meeee(8,8-eeeeeee-8-eeeeeeeeeee)eeeeee eeee Meeeeeeeeeeee[888]
Meeeeeeee, eeeeee M,M-eeeeeee eeeee eeee eeeeee eeeeeeeee ee eeee eeeeee M,M-eeeeeee ee eeeeeeee eeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeee ee Meeeee M,M-Meeeeee eeee Meeeee Meeeeeeee[888]
M eeeeee ee eeeeee M,M-eeeeeee eee eeee eeeeeeee eeee 8-eeeeeeeee-8-ee-8-eeeeee eee 8-(eeeeeeeeeeeeeeeeeeeee)eeeeeeeeeee ee eeeeeeeee eeeeeeeeee ee M-8 eeeeeeeee eeeeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeeeeee ee Meeeee M,M-Meeeeee ee Meeeeeeee M-8 Meeeeeeee Meeeeeee Meeeeeeeee[888]
Meeeee M,M-eeeeeee eeeee eeeee ee eeeeeeeeeee eeeeeeee eeee eeeee eeeeeee eeeeeeeee, eee eeeeeeeeee ee eeeeeeeee ee eeeee 8-eeeee-8-eeeeeeeeeeeeee ee eeeee 8-eeeeeeeeeeeeeeeee eeee eeeeeeeee eeeeeeeee eeeeee. Me eeee eeeee, eee eeeeee M,M eeeeeee eee eeeeeeee ee eee eeeeeeeeeeeee eeeeeeeeeeeee eeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeee ee Meeee 8-Meeee-8-eeeeeeeeeeeeee eee Meeee 8-Meeeeeeeeeeeeeeee eeee Meeeee[888]
Meeeeee, eeeeeeeeee eeeee eeeee eee eeeeeeeee ee eee eeeeee M,M-eeeeeee 888 eeeeeeee eeee eee eeeeeeee ee eeeeeeeee eeeeee eeee eeeee 8-eeeee-8-eeeeeeeeeeeeee ee eeeee 8-eeeeeeeeeeeeeeeee eeee eeee eeee eeeeeeeee. Meeee eeeeeeeee eee eeeeee eeeeeeeee ee eeeeeee ee eeeeee-8-ee ee 88°M eeeeee e eee eeeee (ee eeeeeeeee, eee eeeeeeee eeeeeeee eee eeeeee eee 88 eeeeeee ee eeeeeeee eee eeeeeeee).[888–888] M eeeeee ee eeeeeeeeeee eeeeeeeeeee eeee eeee eeee eeeeeee eeee 8-eeeee-8-eeeeeeeeeeeeee ee eeeee 8-eeeeeeeeeeeeeeeee, ee eeeeeee 8-eeeee-8-eeeeeeeeeeeeeeeee eeee eeeeeeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeee ee Meeee 8-Meeee-8-eeeeeeeeeeeeee eee Meeee 8-Meeeeeeeeeeeeeeee eeee Meeeee[888–888]
8-Meeee-8-eeeeeeeeeeeeee eeeeeeeeeeeee eeeeee eeee eee eeee eeeeeeeeee ee eee eeeeeeee ee eeeeeeeeeeeee, eeee eeee eeeeeee, eeeeee eeeeee-8-eeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeee ee Meeee 8-Meeee-8-eeeeeeeeeeeeee eee Meeee 8-Meeeeeeeeeeeeeeee eeee 8-Meeee-8-eeeeeeeeeeeeee Meeeeeeeeeeee[888]
Meeee 8-eeeee-8-eeeeeeeeeeeeee eeeeee eeee eeeeeeeeeeeeee ee eeee M′-eeeeeeeeeeeeeeeeeeee, eeeee eee ee eeeeeeeeeee eeee eeeeee M,M-eeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeee ee Meeee 8-Meeee-8-eeeeeeeeeeeeee eeee Meeeeeeeeeeeee[888]
Meee eeeeeee, eeeee 8-(eeeeeeeee)-8-eeeeeeeeeeeeeee eeeee eeee eeeeeeeeeeeeee ee eeeeee eeeee 8-(eeeeeeeee)-8-(eeeeeeeeeeeee)eeeeeeeee (Meeeee 888).[888] Mee eee ee eeeeee ee e eeeeeeee ee eeeeeeeeeee, ee ee eeeeeeee eee eee eeeeeeeee ee 888°M eeeee eeeeeee eeeeeeee, ee eeeeeeeeee eeeeee eee eeeeeee eeeeee.
Meeeee 888 Meeeeeee ee Meeee 8-(Meeeeeeee)-8-eeeeeeeeeeeeeee eeee ee Meeeeeeeeeeee[888]
Meee eee eeeeee M,M-eeeeee eeeeeeeee eeeeeeee eeeeeeeeeeeeeeee, eeee eee eeeeee eeeeeeeeeeee eeeee eeeeee ee ee eeeee eeeee eee eeeeeee eee eeeeee eeeee ee e eeeeee M,M-eeeeee eeeeeeee.[888]
Meeee 8-eeeee-8,8-eeeeeeeeeeee-8-eeeeeeeeeeee eeeee eeee eeeeeeeeeee ee eeee 8-[eeeee(eeeeeeeeeee)eeeeeeeee]eeeeeeeeeeee-8(8M)-eeee ee e eeeeeee ee M- eee M-eeeeeee (M/M ≈ 8:8). Meeeeeee ee eee eeee eeeeeeeeee eeee eeeeeeee eeee ee eeeeee-8,8-eeeeeeee ee eeeeeee-8,8-eeeeeeee eeeeee eeeeeeeeeeee eeeeee M,M-eeeeeee (Meeeee 888).[888]
Meeeee 888 Meeeeeeeeee ee 8-(Meeeeeeeeeeeeeee)eeeeeeeeeeeeeee-8(8M)-eeee[888]
8-Meeeee-8-eeeeeeeeeee-8-eeee eeeeeeeeeee eeee eee eeeeeeeeee eeeeee eeeeee M,M-eeeeeee. Mee eeeeeeee ee eee eeeeeeeeeee eeeeeee eeee eee eeee eeee: eeee-   eeeee-eeeeeeee eeee. Mee eeeeee M,M-eeeeee eeeeeee ee eee eeeeeeeeeee eee ee eeeeeee eeee 8-eeeeeeeeeeeeeee eeeeee.[888–888] Meeeeeee ee eeeeeeee eee eeeee eeeeeeee eeee 8-eeeeeee-8,8,8,8-eeeeeeeeeeeeeeeeee (888) eee 8-eeeeeee-8,8,8,8-eeeeeeeeee-8M-eeeeeee (888). Mee eeeeeeee eeeeeeee eee eeeee ee eeeeeeeee ee eee eeee eeeeeeee eee eeeeeeeeee eeeeeeeeeeee ee eee eeeeee eeeee ee eee eeeee eeeee ee eeee eeeeeeeeee eeeeeeeeeee. Meeeeeeeeeeee, eee eeeee eeee eee eeeee eeeeeee ee eeeeee eeeee ee eee eeeeee M,M-eeeeee eeeeeee ee eeeeeeeeeee, eee ee e eeeeeeeeeee eeee, eee eeeeee M,M-eeeeee eeee eeeeee ee eeeeeeee ee eee eeeee eeeeeeee. 8-Meeeeee-8,8-eeeeeee-8M-eeeeeeee eeeeeee eeeee eeeeeee ee eeee eeeeeeeeee eeeeeeeeeee. Meeeee 888 eeeee ee eeeeeeee ee eeeee eeeeeeeee.
Meeeee 888 Meeeeeee ee Meeeee Meeeee M,M-Meeeeee eeee 8-Meeeeeeeeeeeeee Meeeee[888–888]
Meeeeee 888 eeeeeeeee eeeeeeee eeee eeeeeeeeeee ee eeee eeeeeeeeeee (∼888°M) ee eeee eeeeee M,M-eeeeeee.[888]
Meeeeeeeeeee Meeeeeeee
8-Meeee-8-(eeeeeeeeeeee)eeee-8-eeeeeeeeeee 888 (M = MM); Meeeeee Meeeeeeee:[888]
M eeee ee 8-eeeee-8-eeeeeeeeee-8-eeeeeeeeee (8.8 e, 88 eeee) eee eeeee (88 eeee) ee eeeee MeMM (88 eM) eee eeeeeee ee 88°M eee 88 e. Mee eeeeeeeeeee eee eeeeeeeee ee eeeeeeeeee eee eeeeee eeee eeeee Me8M ee eeee eee eeeeeee.
References
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8, 888.
- 8.Meeeee-Meee, (8888) 8/8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
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