The use of insoluble polymer supports as monoblocking groups of symmetrical diacid chlorides

✍ Scribed by Clifford C. Leznoff; Judah M. Goldwasser

• Book ID: 104235926
• Publisher: Elsevier Science
• Year: 1977
• Tongue: French
• Weight: 198 KB
• Volume: 18
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)83629-7

✦ Synopsis

The difficulties completely symmetrical classical synthesis of 1 encountered in effecting a chemical reaction at one end only of a long chain diacid, diacid chloride, or diester is illustrated b,y the monomethyl sebacate in which sebacic acid is treated with methanol and acid-or dimethyl sebacate is treated with base. 132 Both approaches yielded the desired monomethyl sebacate in under 45% ;yield, the remaining material being dimethyl sebacate and sebacic acid. We had previously shown how insoluble polymer supports can be used as monoblocking groups of s;ymmetrical diols 394 and symmetrical dials 5,6 and have applied this procedure to the syntheses of insect sex attractants and unsymmetrical carotenoids.