Studies toward the total synthesis of armatol F: stereoselective construction of the C6 and C7 stereocenters and formation of the A-ring skeleton

作者: Kenshu Fujiwara , Yuta Hirose , Daisuke Sato , Hidetoshi Kawai , Takanori Suzuki

DOI: 10.1016/J.TETLET.2010.06.026

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摘要: Armatol F, isolated from the red alga Chondria armata as a polyether triterpene, has solitary oxepane (A-ring) and fused tricyclic ether moiety (BCD-ring). The A-ring features rare cis-relationship between hydroxy group at quaternary carbon C6 chain C7. As part of our program toward total synthesis armatol new stereoselective method for construction C7 stereocenters been developed based on chirality-transferring Ireland-Claisen rearrangement. skeleton also synthesized rearrangement product by process including ring-closing olefin metathesis.

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