Tetrahedron p. 13035 - 13044 (1998)
Update date:2022-08-30
Topics:
Song, Fengbin
Snook, Julie H.
Foxman, Bruce M.
Snider, Barry B.
Enamides 3a-c and 6 crystallize in α-packing modes with short intermolecular distances of 3.7-4.0 A between alkene carbon atoms of adjacent molecules related by a center of symmetry. Irradiation at 350 nm of these crystalline tertiary phenylethenyl enamides affords head-to-tail dimers 8a-c and 9, respectively, in 87-92% yield, in marked contrast to the E to Z isomerization that is the exclusive reaction upon solution irradiation of enamides 3a and 6.
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