Table 4 Preparative scale ammonia addition and ammonia elimination reactions.

	Product	Reaction time (h)	Y^b (%)	ee (%)	\({[{\boldsymbol{\alpha }}]}_{{\boldsymbol{D}}}^{{\bf{27}}}\)^c
Ammonia addition	(S)-2-amino-3-(3-methoxyphenyl)propanoic acid, (S)-1e	42	59	>99	−66.4
	(S)-2-amino-3-(4-bromophenyl)propanoic acid, (S)-1i	48	82	>99	−47.6
	(S)-2-amino-3-(3-(trifluoromethyl)phenyl)propanoic acid, (S)-1k	48	52	>99	−35.2
Ammonia elimination^a	(R)-2-amino-3-(p-tolyl)propanoic acid, (R)-1c	30	49	95	+5.7
Ammonia elimination^a	(R)-2-amino-3-(3-(trifluoromethyl)phenyl)propanoic acid, (R)-1k	30	39	93	+31.5

^aAt ~50% conversion; ^bThe reaction yields were determined from the preparative scale reaction including product isolation, purification steps (for reaction conditions see ESI, chapter 4); ^cThe measurements were performed: in MeOH with substrate concentration of 10 mg/1 mL.

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