Table 5. Scope of the Cross-Conjugated Trienamine Asymmetric γ′-Addition of 2,4-Dienals 1 with Vinyl Bis-sulfones 10a.
ent | R1 | R2 | yieldb (%) | drc | eed (%) |
---|---|---|---|---|---|
1 | OTBDMS | H | 11a (73) | – | 93 |
2 | OTBDMS | Ph | 11b (41) | 2:1 | 99 |
3 | Me | Ph | 11c (48) | 3:1 | 99 |
See SI.
Yields refer to the diastereomerically pure products 11 isolated by FC.
Determined by 1H NMR of the crude mixture.
Determined by chiral stationary phase UPC2.