Table 3.
Gold-catalyzed Dehydrative Cyclization of Diols 3 in the Presence of NaCl.
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entry | 3 | R | AuBr3 (mol %) | additive | time (min) | 4/yielda (%) |
1 | 3c | Ph | 5 | - | 20 | 4c (92) |
2 | 3c | Ph | 2 | - | 50 | 4c (91) |
3 | 3c | Ph | 1 | - | 120 | 4c (88) |
4 | 3c | Ph | 1 | NaClb | 30 | 4c (90) |
5 | 3d | n-C8H17 | 5 | - | 5 | 4d (90) |
6 | 3d | n-C8H17 | 1 | NaClb | 20 | 4d (87) |
7 | 3e | (CH2)3CN | 5 | - | 10 | 4e (83) |
8 | 3e | (CH2)3CN | 1 | NaClb | 40 | 4e (91) |
9 | 3j | n-Hex | 2 | NaClb | 30 | 4j (89) |
10 | 3k | (CH2)3Cl | 2 | NaClb | 30 | 4k (86) |
Isolated yield.
2 M.