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The 4-oxofurofuran lignan, (+)-aptosimon (1), was synthesized from gamma-butyrolactone (9). To construct the two benzylic chiral center of (+)-aptosimon (1), highly erythro selective aldol condensation and stereoconvergent SN1 intramolecular cyclization were used as the key reactions.

bioscience, biotechnology, and biochemistry

Synthesis of (+)-Aptosimon, a 4-Oxofurofuran Lignan, by<i>erythro</i>Selective Aldol Condensation and Stereoconvergent Cyclization as the Key Reactions

Synthesis of (+)-Aptosimon, a 4-Oxofurofuran Lignan, byerythroSelective Aldol Condensation and Stereoconvergent Cyclization as the Key Reactions