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
✦ 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
ChemInform Abstract: Synthesis of (-)-(1
✍
Pierfrancesco Bravo; Eleonora Corradi; Massimo Frigerio; Stefano Valdo Meille; W
📂
Article
📅
2010
🏛
John Wiley and Sons
⚖ 24 KB
👁 2 views
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
ChemInform Abstract: Pheromone Synthesis
✍
H. TAKIKAWA; S. SANO; K. MORI
📂
Article
📅
2010
🏛
John Wiley and Sons
⚖ 35 KB
👁 1 views
Catalytic hydroformylation of (1S,5S)-(−
✍
Fabrizio Azzaroni; Paolo Biscarini; Silvia Bordoni; Giuliano Longoni; Emanuela V
📂
Article
📅
1996
🏛
Elsevier Science
🌐
English
⚖ 820 KB
Expedient synthesis of (−)-(1S, 2R)-Allo
✍
Alain Hercouet; Bernard Bessières; Maurice Le Corre
📂
Article
📅
1996
🏛
Elsevier Science
🌐
English
⚖ 102 KB