Table 1.

Results of the synthesis of N-phosphonyl substituted chiral α-aminonitriles 4a–k^a

Entry	Substrate	R1	Product	Yield(%)b	eec
1	1a	H	4a	95	99.7
2	1b	p-fluoro	4b	96	94
3	1c	p-bromo	4c	97	96
4	1d	p-chloro	4d	95	95.2
5	1e	p-methyl	4e	94	98.8
6	1f	p-methoxy	4f	93	97.6
7	1g	o-fluoro	4g	94	96.1
8	1h	o-bromo	4h	92	97
9	1i	o-chloro	4i	90	95.2
10	1j	o-methyl	4j	92	98.9
11	1k	o-furyl	4k	89	99

^aAll reactions were carried out at −78 °C in 0.06 M solution of imine in toluene.

^bCombined yields of both isomers.

^cEnantiomeric ratio has been determined by using chiral HPLC OD-H column (3:7 IPA:Hexane), flow rate = 0.60 ml/min.