## 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
Synthesis of ‘Pear Ester’. A novel synthesis of 2,4-diolefinic aldehydes and esters
✍ Scribed by Günther Ohloff; Manfred Pawlak
- Book ID
- 102251409
- Publisher
- John Wiley and Sons
- Year
- 1973
- Tongue
- German
- Weight
- 245 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
Vinylogous epoxyaldehydes undergo stereospecific Wittig condensations in high yields. The resulting diolefinic epoxides are cleaved at the C(1)–C(2) single bond, when treated with periodic acid, to give the corresponding aldehydes. Direct transformation into the corresponding ethyl‐ester leads to an efficient synthesis of the ‘pear ester’.
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