Abstract
The known tetrahydropyranyl ethers Br(CH2 )y OTHP (y = 6,
9, 11), which are easily prepared from commercial bromoalcohols,
are sequentially treated with Mg, Li2 CuCl4 ,
and X(CH2 )z X (z/X = 6/Br,
7/Br, 8/Br, 10/Br, 10/I) to
give the diethers THPO(CH2 )n OTHP in 68-40% yields
(n = 2 y + z = 18,
19, 20, 22, 24, 28, 32). Subsequent reactions with Ph3 P
and 2,4,4,6-tetrabromocyclohexa-2,5-dienone give the title compounds
Br(CH2 )n Br in 91-75% yields.
Reactions with commercial K+
- PPh2 give
the diphosphines Ph2 P(CH2 )n PPh2 in
95-74% yields.
Key words
THP ethers - Grignard reagents - cross-coupling - bromination - phosphines
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