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. Author manuscript; available in PMC: 2015 Feb 7.
Published in final edited form as: Org Lett. 2014 Jan 16;16(3):724–726. doi: 10.1021/ol403402h

Table 3.

Gold-catalyzed Dehydrative Cyclization of Diols 3 in the Presence of NaCl.

graphic file with name nihms557519u4.jpg
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)
a

Isolated yield.

b

2 M.