Skip to main content
. 2012 Jul 26;134(31):12943–12946. doi: 10.1021/ja3068269

Table 5. Scope of the Cross-Conjugated Trienamine Asymmetric γ′-Addition of 2,4-Dienals 1 with Vinyl Bis-sulfones 10a.

graphic file with name ja-2012-068269_0007.jpg

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
a

See SI.

b

Yields refer to the diastereomerically pure products 11 isolated by FC.

c

Determined by 1H NMR of the crude mixture.

d

Determined by chiral stationary phase UPC2.