STUDIES TOWARD THE TOTAL SYNTHESIS OF SAUDINE - SIMPLE AND STEREOSELECTIVE SYNTHESIS OF A MODEL CAGED KETAL BACKBONE

Authors
LABADIE GR CRAVERO RM GONZALEZSIERRA M
Citation
Gr. Labadie et al., STUDIES TOWARD THE TOTAL SYNTHESIS OF SAUDINE - SIMPLE AND STEREOSELECTIVE SYNTHESIS OF A MODEL CAGED KETAL BACKBONE, Synthetic communications, 26(24), 1996, pp. 4671-4684
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
26
Issue
24
Year of publication
1996
Pages
4671 - 4684
Database
ISI
SICI code
0039-7911(1996)26:24<4671:STTTSO>2.0.ZU;2-S
Abstract
The synthesis of the tetracyclic mainframe containing the caged ketali c backbone of saudin was accomplished through a straight forward seque nce starting from alpha-tetralone. The sequence included the stereosel ective preparation of a key epoxy alcohol that allowed, by means of an intramolecular radical cyclisation, the total control of the relative stereochemistry of four consecutive chiral centers.