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. Author manuscript; available in PMC: 2017 Sep 7.
Published in final edited form as: Synthesis (Stuttg). 2016 Apr 20;48(15):2376–2384. doi: 10.1055/s-0035-1561433

Table 1.

Optimization of the cleavage/bromination sequence using hydrate 3.

graphic file with name nihms849103u2.jpg
Entry Ligand Solvent Time (h) % Yield 8 (9)a
1 none THF 2 60 (40)
2 graphic file with name nihms849103t1.jpg THF 2 57 (43)
3 graphic file with name nihms849103t2.jpg THF 2 57 (43)
4 graphic file with name nihms849103t3.jpg THF 2 38 (62)
5 graphic file with name nihms849103t4.jpg THF 2 79 (21)
6 graphic file with name nihms849103t5.jpg THF 2 89 (11)
7 graphic file with name nihms849103t6.jpg THF 2 75 (25)
8 graphic file with name nihms849103t1.jpg THF 1 94 (6)
9 L7 CH2Cl2 18 96 (4)
10 L7 CHCl3 46 88 (n.d.)
11 L7 (CH2Cl)2 46 97 (3)
12 L7 ACN 18 <70 (n.d.)
a

Based on NMR analysis. n.d. not determined.