𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A Novel Synthesis of 2,6-Diolefinic Esters: Ethyl and methyl trans-2,cis-6-dodecadienoate, two Bartlett pear constituents

✍ Scribed by F. Näf; P. Degen; G. Ohloff


Book ID
102249387
Publisher
John Wiley and Sons
Year
1972
Tongue
German
Weight
252 KB
Volume
55
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

Ethyl and methyl trans‐2, cis‐6‐dodecadienoate, two Bartlett pear constituents, have been prepared by a novel two‐step synthesis: 1,6‐addition of lithium di‐cis‐1‐heptenylcuprate to ethyl or methyl trans‐2,4‐pentadienoate gave exclusively the 3,6‐diolefinic esters, which were isomerized to the desired 2,6‐diolefinic esters. The double‐bond geometry of the vinyl unit is retained during the addition step.