Chem. J. Chinese Universities

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Total Synthesis of Ligudentatin A

ZHANG Chen-Xi, BI Fu-Qiang, LI Yu-Lin*   

  1. State Key Laboratory of Applied Organic Chemistry, Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000, China
  • Received:2008-04-01 Revised:1900-01-01 Online:2008-11-10 Published:2008-11-10
  • Contact: LI Yu-Lin

Abstract: Ligudentatin A(1), a new phenolic norsesquiterpenes, was first synthesized starting from (+)-perillalalcohol 2 through six steps, successively, with an overall yield of 17.7%. The key steps were the Diels-Alder reaction and aromatization of enone to phenol. The advantages of this approach are reasonable yields and the ease with which the reaction can be carried out with readily available materials and reagents under mild conditions.

Key words: Ligudentatin A, Total synthesis, Diels-Alder reaction, Aromatization

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