𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Pheromone Synthesis, CLXXXVI. Synthesis of (1S,2R,5R)-Bicolorin, the Aggregation Pheromone of Male Beech Bark Beetles (Taphrorychus bicolor), and Its (1R,2R,5S) Isomer

✍ Scribed by Takikawa, Hirosato ;Sano, Satoshi ;Mori, Kenji

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
471 KB
Volume
1997
Category
Article
ISSN
0947-3440

No coin nor oath required. For personal study only.

✦ Synopsis

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 catalyzed dihydroxylation of 7b as the key step.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of (1S,2R
ChemInform Abstract: Synthesis of (1S,2R,5R)-2-Ethyl-1,5-dimethyl-6,8-dioxabicyclo(3.2.1) octane, the Aggregation Pheromone of Male Beech Bark Beetles, Taphrorychus bicolor (Col., Scol.).
✍ W. FRANCKE; F. SCHROEDER; U. KOHNLE; M. SIMON 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

Synthesis of (1S,2R,5R)-2-Ethyl-1,5-dimethyl-6,8-dioxabicyclo(3.2.1) octane, the Aggregation Pheromone of Male Beech Bark Beetles, Taphrorychus bicolor (Col., Scol.). -An enantioselective synthesis of the title compound (V) is described in order to prove the absolute configuration of the natural pr

Pheromone Synthesis, CLXXXIII. Synthesis
Pheromone Synthesis, CLXXXIII. Synthesis of (1R,2R,5S,7R)- and (1R,2S,5S,7R)-2-hydroxy-exo-Brevicomin, the Components of the Male-Produced Volatiles of the Mountain Pine Beetle,dendroctonus ponderosae
✍ Takikawa, Hirosato ;Shimbo, Ken-Ichiro ;Mori, Kenji 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 441 KB

## Abstract Both (2__R__)‐ and (2__S__)‐hydroxy derivatives of (+)‐exo‐brevicomin {5‐methyl‐6,8‐dioxabicyclo[3.2.1]octan‐2‐ol; 1 and 2} were synthesized by employing Sharpless asymmetric dihydroxylation as the key reaction.

ChemInform Abstract: Pheromone Synthesis
ChemInform Abstract: Pheromone Synthesis. Part 183. Synthesis of (1R,2R,5S,7R)- and (1R,2S, 5S,7R)-2-Hydroxy-exo-brevicomin, the Components of the Male-Produced Volatiles of the Mountain Pine Beetle, Dendroctonus ponderosae.
✍ H. TAKIKAWA; K. SHIMBO; K. MORI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

Pheromone Synthesis. Part 183. Synthesis of (1R,2R,5S,7R)-and (1R,2S, 5S,7R)-2-Hydroxy-exo-brevicomin, the Components of the Male-Produced Volatiles of the Mountain Pine Beetle, Dendroctonus ponderosae. -Both title compounds (V) and (VI) are synthesized via asymmetric dihydroxylation as the key ste

Pheromone Synthesis, CLXXXII. Synthesis
Pheromone Synthesis, CLXXXII. Synthesis of (1R,1′R,5′R,7′R)- and (1S,1′R,5′R,7′R)- 1-hydroxy-exo-Brevicomin, the Components of the Male-Produced Volatiles of the Mountain Pine Beetle,dendroctonus ponderosae
✍ Yokoyama, Yūsuke ;Mori, Kenji 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 491 KB

## Abstract Both (1__R__)‐ and (1__S__)‐hydroxy derivatives of (+)‐exo‐brevicomin {(1__R__,1′__R__,5′__R__,7′__R__)‐1‐(5′‐methyl‐6′,8′‐dioxabicyclo[3.2.1]‐octyl)ethanol (1) and its (1__S__)‐isomer (2)} were synthesized by employing Sharpless asymmetric dihydroxylation as the key reaction.