𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Pheromone Synthesis, CXLIV. A Synthesis of (1R,5S)-(+)-Frontalin from (S)-(—)-2-Hydroxyparaconic Acid

✍ Scribed by Mori, Kenji ;Fukamatsu, Kunio


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
237 KB
Volume
1992
Category
Article
ISSN
0947-3440

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

(—)‐2‐Hydroxyparaconic acid (1a) was converted into (1__R__,5__S__)‐frontalin (10) via dimethyl (R)‐citramalate (4), and shown to possess the absolute configuration S.


📜 SIMILAR VOLUMES


Synthesis of (−)-(1S,5R)- and (+)-(1R,5S
✍ Pierfrancesco Bravo; Elonora Corradi; Massimo Frigerio; Stefano Valdo Meille; Wa 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 209 KB

The synthesis of enantiomerically pure (-)-(1S,5R)-1-trifluoromethyl frontalin 7 starting from (-)-(1R)-menthyl (S)-toluene-4-sulfinate, 5-pentenylmagnesium bromide and methyl trifluoroacetate is described. The synthetic procedures to obtain the enantiomer (+)-(1R,5S)-7 are also mentioned. Absolute

Pheromone Synthesis, CLXXXVI. Synthesis
✍ Takikawa, Hirosato ;Sano, Satoshi ;Mori, Kenji 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 471 KB

## Abstract (−)‐Bicolorin [(1__S__,2__R__,5__R__)‐(−)‐2‐ethyl‐1,5‐dimethyl‐6,8‐dioxabicyclo[3.2.1]octane (1)], the male‐produced pheromone of __Taphrorychus bicolor__, and its (1__R__,2__R__,5__S__) isomer 2 were synthesized by starting from (__S__)‐limonene oxide (3), employing osmium tetroxide ca