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Treatment of activated imines 1 with carbonyl compounds 2 in the presence of catalytic amounts of NiCl 2 (PPh 3 ) 2 or NiBr 2 (PPh 3 ) 2 at room temperature affords imine aldol products 3 in high to good yields.
The structure of tashironin (1), isolated from the wood of Illicium tashiroi, has been elucidated by extensive analysis of spectroscopic data. Tashironin represents a presumed biosynthetic precursor of anisatin-type sesquiterpenes which consists of a 2-oxatricyclo[4.3.1.0 4,9 ]heptane skeleton.
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