𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Le (−)-(2S)-2-Hydroxyhexanedioate de diéthyle, nouveau bloc chiral pour la synthèse énantiospécifique

✍ Scribed by Florian Blaser; Pierre-François Deschenaux; Thomas Kallimopoulos; André Jacot-Guillarmod

Publisher
John Wiley and Sons
Year
1991
Tongue
German
Weight
338 KB
Volume
74
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The (−)‐(2__S__)‐Diethyl 2‐Hydroxyhexanedioate, a New Chiral Building Block for Enantioselective Synthesis

(−)‐(2__S__)‐Diethyl 2‐hydroxyhexanedioate ((2__S__)‐3) has been obtained by enantioselective reduction of diethyl 2‐oxohexanedioate (1) with baker's yeast. The key intermediate (−)‐(5__S__)‐ethyl 5,6‐dihydroxyhexanoate ((5__S__)‐5) is proved to be a useful synthon for the synthesis of chiral δ‐lactones and a precursor of leukotriene LTB~4~ ((5__S__)‐13).

📜 SIMILAR VOLUMES

Synthèse énantiospécifique de la (+)-(R)
Synthèse énantiospécifique de la (+)-(R)-éthyl-6-dihydro-2,3-méthyl-2-4H-pyranone-4, phéromone de la mite Hepialus hecta L
✍ Pierre-François Deschenaux; Thomas Kallimopoulos; André Jacot-Guillarmod 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 German ⚖ 194 KB

Enantiospecific Synthesis of (+)-(R)-6-Ethyl-2,3-dihydro-2-methyl-4H-pyran-4-one, Sex-Pheromonal Component of the Male Swift Moth Hepialus heeta L. A new synthesis of (+)-(R)-6-ethyl-2,3-dihydro-2-methyl-4H-pyran-4-one ((R)-8), sex-pheromonal component of the male swift moth Hepialus hecta L., has b