Total synthesis of (-)-incrustoporin.
(-)-Incrustoporin (1) has been synthesized using aldol condensation of ethyl p-tolyl-acetate (2) and (2R)-benzoyloxy-butanal (3), followed by acid-catalyzed deprotection of the benzoyl group, lactone ring-closure, and elimination of the beta-OH in a one-pot manner. The aldehyde 3 was prepared from the commercially available D-mannitol by a two-directional strategy.
Yu
Q
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State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.
Liu
J F
JF
Wu
Y L
YL
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D000935:Antifungal Agents / Q000138:chemical synthesis*
D000935:Antifungal Agents; C094022:incrustoporin; D015107:4-Butyrolactone