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DOI: 10.1055/sos-SD-041-00002

Aitken, R. A.; Aitken, K. M.Science of Synthesis, (201041137.

In the aza-Henry reaction, a nitroalkane reacts with an imine to give a 2-nitroamine. Good stereoselectivity can be achieved using phase-transfer catalysis, in which cinchonidine derivative 315 has been found to be very efficient. The reaction shown in Scheme 185 was published independently by two separate groups.[‌548‌,‌549‌]

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Meeeeeeeeee 888

888 (eee%) Meee Meeeeeeeee ee (%) Meeee (%) Mee
88 MMM MeMM8 (8 eeeee), 88°M 88 88 [‌888‌]
88 MeMMM8M MeMM8 (8 eeeee), 88°M 88 88 [‌888‌]

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Meeeee 888 Meeeeeeeeeeeeeeee Meeeeee Mee-Meeee Meeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

M-[8-(8-Meeeeeeeeeeee)-8-eeeeeeeeee]-M,M-eeeeeeeeeeeeeeeeee Meeee [888, M8=M8=M; M8=M(M)Me8; Me8=8-MeMM8M8]; Meeeeee Meeeeeeee:[‌888‌]

MMMMMMM: Meeeeeeeeeee ee eeeeeeeee, e eeeee- eee eeee-eeeeeeeee eeeeeeeee, eee ee eee, eeee, eee eeeeeeeeeee eeeee eeeeeeee.

MeMM8 (8eM, eeeeee) eee eeeee ee eee eeeeeeee eeeeeeeeeee ee ee eeeeeeeeeeeeeee eeee eeeeeee eeeeeeeeee eeeeeeeeeee. Mee eeeeeeeeeeee eee eeeeeee eee eeeee eeeeeeeeeeeee eeeeeee (M=88 eM·ee8) eeeee eeeee, eeeee 8.88 eM eee eeeeee. Me eee eee ee eee eeeeeeeeeeee, eeeeeeeee eeeee 888 [Me8=8-MeMM8M8; M8=M(M)Me8; 88ee, 8.8eeee] eee eeeee eee eee eeeeeee eee eeeeeee ee ee eee 8eee. Mee eeeeee MeMM8 eee eeee eeeeeeeeee eee eee eee eeeeeee eee eeeeeeee eeeeeee e eee ee eeeeee eee; eeeee: 88.8ee (88%); ee 888888°M; 8M MMM (MMMe8, δ): 8.888.88 (e, 8M), 8.888.88 (e, 8M), 8.88 (e, 8M, M=8.8Me), 8.88 (e, 8M, M=8.8Me), 8.888.88 (e, 8M), 8.888.88 (e, 8M), 8.88 (e, 8M).