Citation:
ZHU Yan-Yun, CHEN Xi-Hui, HUANG Chu-Sheng, LIU Hong-Xing, LIN Xin-Long. Total Syntheses of Two Natural Benzopranylchalcones[J]. Chinese Journal of Applied Chemistry,
;2005, 22(5): 560-562.
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A concise route for the total syntheses of benzopranylchalcones from 2,4,6-trihydroxyacetophone (3) and citral (8),by means of cyclization,methoxy-protection and aldol-condensation is described.Two benzopranylchalcones,Boesenbergin B(1) and Boesenbergin A(2) were synthesized from 2,4,6-(trihydroxyacetophone)(3),citral (8) and benzaldehyde (9) via the route.The total yields of compounds 1 and 2 were 26% and 11%,respectively.In the cyclization step,the yields of key intermediates 4 and 7 were 40% and 42%,respectively.
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Keywords:
- total synthesis,
- Benzopranylchalcone,
- trihydroxyacetophone,
- citral,
- benzaldehyde
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