Synthesis of dehydroxy-trans-resorcylide by intramolecular alkylation of the protected cyanohydrin using a butadiene telomer as a building block

✍ Scribed by Takashi Takaghashi; Ichiro Minami; Jiro Tsuji

• Publisher: Elsevier Science
• Year: 1981
• Tongue: French
• Weight: 230 KB
• Volume: 22
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)92961-2

✦ Synopsis

Dehydroxy-trans-resorcylide (15) was synthesized by efficient intra-molecular alkylation of the protected cyanohydrin.

The butadiene telomer obtained by the palladium catalyzed reaction of butadiene with acetic acid was used as a suitable building block of the carbocycle.

A number of naturally occurring orsellinic acid (2,4-dihydroxy-6-methylbenzoic acid) type macrolides such as lasiodiplodin, 1) zearalenone, 2) monorden, 3) and hypothemycin, 4) are known.

Recently as new orsellinic acid type macrolides,