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. Author manuscript; available in PMC: 2008 Dec 24.
Published in final edited form as: Tetrahedron. 2007 Jun 18;63(25):5649–5655. doi: 10.1016/j.tet.2007.04.003

Table 2.

Twenty-four Membered Library Prepared by Nucleophilic Opening of Naphthyridine and Pyridoazepine Epoxides (Scheme 5).a

Reagents graphic file with name nihms24041t10.jpg
1c
graphic file with name nihms24041t11.jpg
1d
graphic file with name nihms24041t12.jpg
1h
graphic file with name nihms24041t13.jpg
1i
graphic file with name nihms24041t14.jpg
Et2NH
graphic file with name nihms24041t15.jpg
10c
graphic file with name nihms24041t16.jpg
12a (75%/100%)
graphic file with name nihms24041t17.jpg
12b (66%/85%)
graphic file with name nihms24041t18.jpg
12c(73%/89%)
graphic file with name nihms24041t19.jpg
12d (68%/65%)
graphic file with name nihms24041t20.jpg
12e (92%/100%)
graphic file with name nihms24041t21.jpg
12f(91%/97%)
graphic file with name nihms24041t22.jpg
10h
graphic file with name nihms24041t23.jpg
12g (74%/100%)
graphic file with name nihms24041t24.jpg
12h (79%/89%)
graphic file with name nihms24041t25.jpg
12i (81%/98%)
graphic file with name nihms24041t26.jpg
12j (78%/73%)
graphic file with name nihms24041t27.jpg
12k (94%/92%)
graphic file with name nihms24041t28.jpg
12l (92%/97%)
graphic file with name nihms24041t29.jpg
10i
graphic file with name nihms24041t30.jpg
12m (68%/100%)
graphic file with name nihms24041t31.jpg
12n (72%/100%)
graphic file with name nihms24041t32.jpg
12o (73%/100%)
graphic file with name nihms24041t33.jpg
12p (80%/80%)
graphic file with name nihms24041t34.jpg
12q (90%/100%)
graphic file with name nihms24041t35.jpg
12r (96%/100%)
graphic file with name nihms24041t36.jpg
11c
graphic file with name nihms24041t37.jpg
13a (74%/100%)
graphic file with name nihms24041t38.jpg
13b (70%/100%)
graphic file with name nihms24041t39.jpg
13c(80%/83%)
graphic file with name nihms24041t40.jpg
13d(72%/74%)
graphic file with name nihms24041t41.jpg
13e (93%/95%)
graphic file with name nihms24041t42.jpg
13f (95%/100%)
a

(% yield/% purity as determined by ELSD-MS).