Science of Synthesis

Margaretha, P., Science of Synthesis, (2009) 40, 141.

Alkyl azides ‌83‌ bearing no additional functional groups except C=C bonds can be reduced in high yields to the corresponding amines ‌84‌ by alkaline earth metals. Both magnesium and calcium, in methanol as solvent at 0°C, have been used successfully, as summarized in ‌Scheme 39‌.[‌80‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeee ee Meeeee eeee Meeeeeee Meeee Meeeee[‌88‌]

‌Meeeeeeeeee 88‌

Meee eeeeee ee eeeeeeeeeee eeee eeeeee(MM) eeeeeeee ee eeeeeeeeeeeeeee eee eeee eeee eeeeeeee ee eeeeeeeee, eee eee eeeeee eee eeeeeeeee eeeee eeee eeeee ee ‌Meeeee 88‌.[‌88‌] Me eee eeee eeeee eeee eeeeee eeeeeee ee eeeeeeee ee eeee eeeeeeeeeee eeeeeeeeeee eeeeeee eeeeeeeeeeee eeeeee ‌88‌ ee eeeeee ‌88‌ ee eeee eeee eeeeee, e.e. eeeeeee eeeeeeeee eeeeee eeeee, eeeeee, ee eeeeeeeeeeeeeeeee eeeeeeeeee eeeeee, ee M≡M eeeee. Meeeeeee eee eeeeeeeeee ee ‌Meeeee 88‌.[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeee ee Meeeee eeee Meeeee Meeeeee[‌88‌]

‌Meeeeeeeeee 88‌

Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeeeeee (‌88‌, M8 = Me); Meeeeee Meeeeeeee:[‌88‌]

Me e eeeeeee, eee-eeeeee eeee ee eeeeeeeeee eeeee (8.88 e, 8.88 eee) ee MeMM (88 eM), Me eeeeee (8.88 e, 8.888 eeee) eee eeeee eeeeee. Meeeee 8 eee eeeee eee e eeeee eee eeeeeeeee. Mee eeeeeee eee eeeeeee ee 8°M eee 88 eee eee eeee eee eeeeeee eee eeeeeee ee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeee eeee eeee M8M eee eee eM eee eeeeeeee ee 8–88 eeee ee MeMM. Mee eeee eee eeeeeeeee eeee MeMe eee eeeeeeeee eeee Me8M. Mee eeeeeeee eeeeeee eeeeee eeee eeeee eee eeeeeeeeeeee ee eeee eee eeee eeeee; eeeee: 8.88 e (88%).

8-Meeeeeeeeeeeeeeeee (‌88‌, M8 = MMM); Meeeeee Meeeeeeee:[‌88‌]

Me e eeee ee 8-(eeeeeeeeeee)-8-eeeeeeeeeeeeee (888 ee, 8 eeee) ee MeMM (8 eM) ee 8°M eee eeeee 8% Me/Me (8.88 e, 88 eeee). Mee eeeeeee eee eeee eeeeeee ee ee eee 88 eee. Mee eeeeeeeee eeeeeee eee eeeeeee eeee MeMMe (88 eM) eee eeeeeeee. Mee eeeeeeee eee eeeeee eeee M8M eee eeeee, eeeee, eee eeeeeeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee; eeeee: 888 ee (88%).

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 88/8, 888.
• 8.Meeeee-Meee, (8888) 88/8, 888.
• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 88e8, 888.