Table 1 Enantiopure N(Boc)-β2,3-dialkyl amino nitriles 8–17 (Fig. 2)
From: A practical route to β2,3-amino acids with alkyl side chains
Entry | R1 | R2 | [μ]a | C(2)- | C(3)- | Products | Yields (%)b |
|---|---|---|---|---|---|---|---|
1 | CH2Ph | CH2Ph | 2.95 | S | S | 8 | 49 |
CH2Ph | CH2Ph | 3.54 | R | S | 9 | 45 | |
2 | CH2Ph | CH2Ph | 2.95 | R | R | 10 | 48 |
CH2Ph | CH2Ph | 3.54 | S | R | 11 | 43 | |
3 | CH(CH3)2 | CH2Ph | 3.30 | S | S | 12 | 60 |
CH(CH3)2 | CH2Ph | 4.40 | R | S | 13 | 30 | |
4 | CH2Ph | CH(CH3)2 | 2.62 | S | S | 14 | 51 |
CH2Ph | CH(CH3)2 | 4.50 | R | S | 15 | 36 | |
5 | CH2Ph | CH2(CH2)3Cl | 2.14 | R | R | 16 | 56 |
CH2Ph | CH2(CH2)3Cl | 3.15 | S | R | 17 | 28 |