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Synlett 2001; 2001(11): 1805-1807
DOI: 10.1055/s-2001-18105
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An Efficacious Synthetic Strategy for cis-Clerodane Diterpenoids. Application to the Total Synthesis of (±)-6β-Acetoxy-2-oxokolavenool

Hsing-Jang Liu* , Yun-Lung Ho, Jen-Dar Wu, Kak-Shan Shia
  • *Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan 30013, R.O.C.; Fax + 886(3)5 72 07 11; E-mail: hjliu@mx.nthu.edu.tw
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Publication Date:
29 October 2001 (online)

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An efficient synthetic strategy for cis-clerodane diterpenoids has been developed. The key ingredient is the face selective Diels-Alder reaction of dienophile 8. The successful application of this strategy has culminated in the total synthesis of the naturally occurring compound 6β-acetoxy-2-oxokolavenool in racemic form.

reductive alkylation - α-cyano ketones - total synthesis - cis-clerodanes

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