Table 1.
Summary of incorporation of partially assembled precursor analogues.
Intermediate Analoguea,b | 13C Enrichment | Relative RAL yieldc | |
---|---|---|---|
0 | none | none observed | 1.0 |
1 |
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41% | 0.4 |
2 |
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37% | 1.0 |
3 |
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15% | 0.6 |
4 |
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78% | 1.0 |
5 |
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19% | 0.4 |
6 |
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27% | 2.0 |
7 |
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8% | 0.9 |
8 |
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39% | 2.6 |
* indicates the location of 13C label;
ready precursor structures are shown in red;
resorcylic acid lactone (RAL) relative yield includes DHZ, and for unnatural precursor analogs, also the amount of corresponding DHZ analogs;
Compounds 9–12 have incorrect stereochemistry or functionality for conversion to DHZ and are therefore (except for 12) transformed to corresponding DHZ analogs;
production is the amount of DHZ analog formed compared to the total RAL production.