𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Total synthesis of (+)-brefeldin A (Part IV)1

✍ Scribed by E.J. Corey; Robert H. Wollenberg; David R. Williams

Book ID
104236010
Publisher
Elsevier Science
Year
1977
Tongue
French
Weight
225 KB
Volume
18
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Rrefeldin A (9 is a macrocyclic fungal metabolite which exhibits both antibiotic and antiviral activity.

A route for the total synthesis of this substance in racemic form has recently been established and reported from these laboratories. ' This note describes modifications in the synthetic sequence which have allowed a shorter and more efficient synthesis. The methods used in these modifications are expected to be generally

πŸ“œ SIMILAR VOLUMES

Total Synthesis of (+)-Brefeldin A.
Total Synthesis of (+)-Brefeldin A.
✍ Young-Ger Suh; Jae-Kyung Jung; Seung-Yong Seo; Kyung-Hoon Min; Dong-Yun Shin; Yo πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 34 KB πŸ‘ 2 views
Total synthesis of (Β±)-brefeldin A
Total synthesis of (Β±)-brefeldin A
✍ E.J. Corey; Robert H. Wollenberg πŸ“‚ Article πŸ“… 1976 πŸ› Elsevier Science 🌐 French βš– 237 KB
A total synthesis of (+)-brefeldin a
A total synthesis of (+)-brefeldin a
✍ Takeshi Kitahara; Kenji Mori; Masanao Matsui πŸ“‚ Article πŸ“… 1979 πŸ› Elsevier Science 🌐 French βš– 282 KB

A key intermediate, a substituted cyclopentanonitrile (10) with correct stereochemistry. was prepared from D-mannitol and converted to the Corey's intermexate (27) without a C15-epimer, which was finally transformed to (+)-brefeldin A. (+)-Brefeldin A (l), is;La:ed from a variety of fungi by several

A New Total Synthesis of (+)-Brefeldin C
A New Total Synthesis of (+)-Brefeldin C.
✍ Sylvie Archambaud; Karine Aphecetche-Julienne; Andre Guingant πŸ“‚ Article πŸ“… 2005 πŸ› John Wiley and Sons βš– 9 KB πŸ‘ 2 views
Total Synthesis of (+)-Brefeldin C, (+)-
Total Synthesis of (+)-Brefeldin C, (+)-nor-Me Brefeldin A and (+)-4-epi-nor-Me Brefeldin A
✍ Sylvie Archambaud; FrΓ©dΓ©ric Legrand; Karine Aphecetche-Julienne; Sylvain Collet; πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons 🌐 English βš– 582 KB

## Abstract A total synthesis of (+)‐brefeldin C (BFC) and two brefeldin A (BFA) analogues – (+)‐nor‐Me BFA and (+)‐4‐__epi__‐nor‐Me BFA – has been developed. Key features of the syntheses include desymmetrization of __meso__ anhydrides, a Carreira reaction to control the absolute configuration at