The first synthesis of racemic pandanusines A and B and pandalizine C, isolated from , is reported. The key synthetic step is an efficient tandem reaction sequence initiated by the photooxidation of an easily prepared furylalkylamine precursor. In this reaction sequence, methylene blue plays a dual catalytic role of photosensitizer and redox catalyst, first in generating singlet oxygen and second in facilitating a triplet oxygen reaction. Through the synthesis of pandanusine B, the proposed structure has been revised.
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| http://dx.doi.org/10.1021/acs.orglett.9b01727 | DOI Listing |
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