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. Author manuscript; available in PMC: 2020 Aug 14.
Published in final edited form as: J Am Chem Soc. 2019 Jul 30;141(32):12891–12900. doi: 10.1021/jacs.9b06446

Table 2.

Syntheses of Amino-Rocaglatesa

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a

Reagents and conditions: 6a (1.0 equiv), NaH (5.0 equiv), amine (3.0 equiv), THF (0.1-0.2 M), 15 min at −78 °C, rt, 30-120 min.

b

500 mg scale; 83% on 25 mg scale.

c

250 mg scale; 90% on 25 mg scale.

d

6a (1.0 equiv), NaH (8.0 equiv), amine salt (3.0 equiv), THF (0.1-0.2 M).