An expeditious protocol for sesquiterpene-cored functionalized arenes from S-(-)-citronellal

作者：Goel Atul^*; Verma Deepti

来源：Tetrahedron Letters, 2009, 50(18): 2086-2089.

DOI：10.1016/j.tetlet.2009.02.117

• Bisabolene
• Sesquiterpene
• 2H-Pyran-2-ones
• Citronellal
• Ring transformation approach

An expeditious straightforward synthesis of sesquiterpene-cored arenes functionalized with electron-withdrawing or electron-donating substituents is described and illustrated by Michael addition of S(-)-citronellal on functionalized 2H-pyran-2-one in a single step at room temperature. The reaction was further generalized by synthesizing isoprenylated 9,10-dihydrophenanthrene-2-carbonitrile using 5,6-dihydro-2-oxo-4-sec-amino-2H-benzo[h]chromene-3-carbonitriles and S-(-)-citronellal under similar reaction conditions.

• 出版日期2009-5-6