๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

A new synthetic route for construction of the core of zaragozic acids

โœ Scribed by Haruta Koshimizu; Tomo Baba; Takehiko Yoshimitsu; Hiroto Nagaoka

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
225 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

A new synthetic route for construction of the core moiety of zaragozic acids from 2,5-furandimethanol (2) is described. This synthesis involves highly stereocontrolled transformation of 2 into 7-oxabicyclo[2.2.1]beptane derivative 13, and the Grob fragmentation-reduction-iodo acetalization reaction (one-pot process) of 13 as a key step to give 16.

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Evaluation of Furan
ChemInform Abstract: Evaluation of Furan Photooxygenation as a Device for Construction of the Zaragozic Acid (Squalestatin) Core.
โœ N. MAEZAKI; H. J. M. GIJSEN; L.-Q. SUN; L. A. PAQUETTE ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 32 KB ๐Ÿ‘ 2 views

Evaluation of Furan Photooxygenation as a Device for Construction of the Zaragozic Acid (Squalestatin) Core. -The photooxygenation of compound (IX) allows the stereocontrolled construction of the title core (X) starting from (I) in seven steps. -(MAEZAKI, N.; GIJSEN, H.

A new route for the construction of the
A new route for the construction of the AB-ring core of Taxol
โœ Yumi Shimada; Makoto Nakamura; Toshimasa Suzuka; Junji Matsui; Ryo Tatsumi; Ken ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 114 KB

A new method for the construction of the AB-ring core of Taxol was developed utilizing a new skeletal transformation protocol as a pivotal step. The acid-catalyzed rearrangement of the cyclopentenone-allene photoadduct gave a bridged seven-membered ketone, which was easily transformed, using the int