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Synthesis and absolute configuration of (−)-chrysolic acid and (+)-isofregenedol

✍ Scribed by I.S Marcos; M Laderas; D Dı́ez; P Basabe; R.F Moro; N.M Garrido; J.G Urones

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 129 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(03)01315-7

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✦ Synopsis

An efficient synthesis of (-)-chrysolic acid and (+)-isofregenedol has been achieved from zamoranic acid and sclareol. The characteristic tetrahydronaphtalenic system was obtained by use of a cationic rearrangement of bicyclic systems adequately functionalized. The absolute configuration of the natural products was established using Sharpless asymmetric epoxidation.

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