๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Biomimetic germacrene-humulene rearrangement

โœ Scribed by Valentin Enev; Elena Tsankova

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
171 KB
Volume
29
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

The boron trifluoride catalyzed rearrangement of 7,11-epoxygermacrone (1) provided the new diketone in high yield. This transformation represents the first biomimetic chemical conversion of a germacrane into a humulane skeleton. The cation J_ is generally considered as the biogenetic precursor of sesquiterpenoids with germacrane and humulane carbon skeleton'. Recently,

๐Ÿ“œ SIMILAR VOLUMES

Studies on the mechanism of sesquiterpen
Studies on the mechanism of sesquiterpene biosynthesis humulene-germacrene rearrangement
โœ Akira Itoh; Hitosi Nozaki; Hisashi Yamamoto ๐Ÿ“‚ Article ๐Ÿ“… 1978 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 243 KB

Cations la, E, &, and E are presumed to be the key intermediates in the enzymic cyclization of farnesyl pyrophosphate and the starting points for the intricate series of cyclization and rearrangement steps which lead to a variety of polycyclic sesquiterpenes. 1 Despite considerable speculation, 2 th

Biomimetic reactions of germacrenes
Biomimetic reactions of germacrenes
โœ Masatake Niwa; Masanobu Iguchi; Shosuke Yamamura ๐Ÿ“‚ Article ๐Ÿ“… 1979 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 224 KB
Rearrangement of humulene-8,9-epoxide
Rearrangement of humulene-8,9-epoxide
โœ Ian Bryson; James S Roberts; Abdul Sattar ๐Ÿ“‚ Article ๐Ÿ“… 1980 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 177 KB

Rearrangement of humulene-6,9-epoxide with tin(IV) chloride leads to the formation of a bicyclic alcohol,the structure of which is related to a rearrangement product of humulene itself. The three mono-epoxides of humulene ( 1) -( 3) are naturally-occurring'

A biomimetic chemical synthesis of humul
A biomimetic chemical synthesis of humulene from farnesol
โœ E.J. Corey; Sylvain Daigneault; Brian R. Dixon ๐Ÿ“‚ Article ๐Ÿ“… 1993 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 259 KB

## The first synthesis of humulene (1) by a biomimetic cation-olefin cyclization route is reported. Although several syntheses of the structurally interesting cyclic ttiene humulene (1) have been devel-1 the direct formation of this sesquiqne iiom its biogenetic pmcmsor E&famesol has never been mp