Journal
ORGANIC LETTERS
Volume 9, Issue 16, Pages 3001-3004Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol071024e
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Funding
- NIGMS NIH HHS [R01 GM062120, GM062120, R01 GM062120-11] Funding Source: Medline
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A synthesis of an amphidinolides G and H C3-C18 subunits is reported. The C10-C18 segment 4 was prepared by a Negishi cross-coupling, whereas the synthesis of the C3-C9 fragment 5 employed an asymmetric cyanosilylation as the key step. The two segments were coupled by lithiation of iodide 4 and trapping of the anion with amide 5. The allylic epoxide moiety could be synthesized from the protected anti- mesylate 22.
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