𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis ofrac-Midpacamide and thespiro-Cyclization of Its Precursor

✍ Scribed by Lindel, Thomas ;Hoffmann, Holger


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

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

The alkylidene hydantoin 8 was synthesized as an analogue of the marine natural product oroidin (1) by employing a Horner‐Wadsworth‐Emmons reaction. Treatment of 8 with bromine in acetic acid induced a biomimetic spiro‐cyclization forming the ACD ring system of dibromophakellin (2) in one step. rac‐Midpacamide (10) was obtained from the same precursor through a chemoselective, ruthenium‐catalyzed hydrogenation leaving the brominated pyrrole moiety intact.


📜 SIMILAR VOLUMES


Total Synthesis ofrac-Silyhermin and Its
✍ Antus, Sándor ;Baitz-Gács, Eszter ;Gottsegen, Ágnes ;Seligmann, Otto ;Wagner, Hi 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 374 KB

## Abstract The first synthesis of racemic silyhermin (__rac__‐1a) and its 2‐diastereomers 1b (as a ca. 1:1 mixture) was accomplished by starting from caffeic acid ethyl ester and coniferyl alcohol.

Synthesis of benzo-1,3-ditellurole and i
✍ I. D. Sadekov; B. B. Rivkin; P. I. Gadjieva; V. I. Minkin 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 448 KB

Poly(o-phenyleneditelluride) 6 has been prepared by the reduction of I ,2-bis(trichlorotelluro)benzene obtained by treatment of 1,2-bis(trimethylsilyI)benzene with TeC14. The reduction of 6 with NaBH4 in ethanol solution affords sodium benzene-l,2-ditellurolate, which, upon treatment with methylene