Issue 4, 1992

Total synthesis of (±)-sesbanimide A and B

Abstract

The total synthesis of sesbanimide A (1) and B (2) is reported which features (a) the reaction of cyclopentadiene with glyoxylic acid leading to the useful bicyclic lactone building block 3 and (b) the use of 2.5 mol dm–3 lithium perchlorate in diethyl ether to promote the conjugate addition of 1-methoxy-1-(tert-butyldimethylsiloxy)ethene to unsaturated lactone 11.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 368-370

Total synthesis of (±)-sesbanimide A and B

P. A. Grieco, K. J. Henry, J. J. Nunes and J. E. Matt, J. Chem. Soc., Chem. Commun., 1992, 368 DOI: 10.1039/C39920000368

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