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. Author manuscript; available in PMC: 2010 Apr 14.
Published in final edited form as: Adv Synth Catal. 2009 Nov;351(17):2976–2990. doi: 10.1002/adsc.200900603

Table 2.

Reduction of various activated alkenes by PETNR using NADP+/G6PDH co-factor regeneration system.[a]

Entry Substrate Conf. Product t [h] Conv.[b] [%] Yield[b] [%] ee[c] [%]
1 1a graphic file with name ukmss-28223-t0019.jpg (R)-1b graphic file with name ukmss-28223-t0020.jpg 24 >99 98 >99
2 2a graphic file with name ukmss-28223-t0021.jpg (R)-2b graphic file with name ukmss-28223-t0022.jpg 24 >99 99 >99
3 3a graphic file with name ukmss-28223-t0023.jpg (R)-3b graphic file with name ukmss-28223-t0024.jpg 24 >99 95 49
4 5a graphic file with name ukmss-28223-t0025.jpg (R)-5b graphic file with name ukmss-28223-t0026.jpg 24 >99 93 98
5 (5R)-6a graphic file with name ukmss-28223-t0027.jpg (2R,5R)-6b graphic file with name ukmss-28223-t0028.jpg 24 >99 82 95%[d,e]
6 (5S)-7a graphic file with name ukmss-28223-t0029.jpg (2R, 5S)-7b graphic file with name ukmss-28223-t0030.jpg 24 >99 95 88%[d,e]
7 10a graphic file with name ukmss-28223-t0031.jpg (S)-10b graphic file with name ukmss-28223-t0032.jpg 24 >99 85 66
8 11a graphic file with name ukmss-28223-t0033.jpg (S)-11b graphic file with name ukmss-28223-t0034.jpg 24 >99 56 87
9 15a graphic file with name ukmss-28223-t0035.jpg (S)-15b graphic file with name ukmss-28223-t0036.jpg 24 25 18 >99
10 16a graphic file with name ukmss-28223-t0037.jpg (S)-16b graphic file with name ukmss-28223-t0038.jpg 24 14 14 >99
11 17a graphic file with name ukmss-28223-t0039.jpg (S)-17b graphic file with name ukmss-28223-t0040.jpg 24 58 56 70
12 (E)-18a graphic file with name ukmss-28223-t0041.jpg (S)-18b graphic file with name ukmss-28223-t0042.jpg 24 96 70 69
13 (Z)-18a graphic file with name ukmss-28223-t0043.jpg (S)-18b graphic file with name ukmss-28223-t0044.jpg 24 >99 87 95
14 (E)-19a graphic file with name ukmss-28223-t0045.jpg (S)-19b graphic file with name ukmss-28223-t0046.jpg 24 64 40 64
[a]

Conditions: Reactions contained potassium phosphate buffer (50 mM KH2PO4/K2HPO4 pH 7.0, 1.0 mL), alkene (5 mM), PETN reductase (2 μM), glucose 6-phosphate dehydrogenase (10 U), glucose 6-phosphate (15 mM) and NADP+ (10 μM). Reactions were agitated at 30 °C at 130 rpm for 24 h. Alkenes 1a, 3a and 18-19a were added as a DMF solution [2% (v/v) final DMF concentration].

[b]

by GC using DB-Wax column.

[c]

By GC or HPLC.