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. Author manuscript; available in PMC: 2012 Mar 20.
Published in final edited form as: J Org Chem. 2005 Dec 9;70(25):10271–10284. doi: 10.1021/jo051252r

Table 4.

Reductive N-O Bond Cleavage of N-Methoxy Lactams 30.

graphic file with name nihms63118t28.jpg
entrya substrate R n product yield
(%)b
1 30a H 0 32a 75
2 30c H 1 32c 88
3 30g Me 1 32g 70
4 30h t-Bu 1 32h 59
5 30i Bn 1 32i 73
6 30j Ph 1 32j 65
7 30k OTIPS 1 32k 90
8 30l NHBz 1 32l 77
9 graphic file with name nihms63118t29.jpg - - graphic file with name nihms63118t30.jpg 76
10 graphic file with name nihms63118t31.jpg - - graphic file with name nihms63118t32.jpg 86
11 graphic file with name nihms63118t33.jpg - - graphic file with name nihms63118t34.jpg 74
12 graphic file with name nihms63118t35.jpg - - graphic file with name nihms63118t36.jpg 73
a

Reaction conditions: Mo(CO)6 (1.2 equiv), CH3CN, H2O reflux, 24 h; air, rt, 24 h.

b

Isolated yield, after purification by flash chromatography.