7155 Table I
-,
Reactant
Reagenta
Products (% y i e W 7 Solventb Linalool (7) Geraniol Nerol Limonene
1. Geranyl diselenide (5)
3Hzd2
THF-HzO
78
2. Geranyl diselenide (5)
3H202
THF-H2I80
75 (1000/0 Hz"O incorporation)
3. Geranyl diselenide (5) 4. Geranyl diselenide (5)
3H202 3HzOz
THF-CH30H Et20
75 (no methyl ethers) 41 18
10HzO2
THF-HtO
80
3H202
THF-H 2 0
70
3H202
THF-HzO
36
22
E?
4
13