𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of (+)-disparlure using the reaction of 6-methylheptyl phenyl sulphone with trimethylsilyl ethylene oxide and asymmetric epoxidation

✍ Scribed by Stanisław Marczak; Marek Masnyk; Jerzy Wicha

Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
141 KB
Volume
30
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Lithiated sulphone z was reacted with trimethyl(oxiranyl)silane 2 to yield allylic alcohol 4; the latter was epoxidized by the Sharpless procedure and the corresponding hydroxy-epoxide @ was transformed into (+)-disparlure 2 via tosylate z.

📜 SIMILAR VOLUMES

Synthesis of (+)-disparlure using the re
Synthesis of (+)-disparlure using the reaction of 6-methylheptyl phenyl sulfone with trimethylsilyloxirane and asymmetric epoxidation
✍ Marczak, Stanislaw ;Masnyk, Marek ;Wicha, Jerzy 📂 Article 📅 1990 🏛 John Wiley and Sons 🌐 English ⚖ 305 KB

## Abstract Reaction of lithiated sulfone 3 with trimethyl(oxiranyl)silane 4, followed by acid hydrolysis, afforded the (Z)‐allylic alcohol 6 contaminated with its (__E__) isomer. Epoxidation of 6 by the Sharpless procedure yielded the hydroxy epoxide, which was isolated as its enantiomerically pur