## AlSSTRAm Chemikai means were used to achieve the epimetimtion at C-4 of bu-eudesmanolides, with several ji4n&na&zations, to @udesmanolides. ## The process consists of the L.iAlH4 reduction of a 6a-iactone, selective acetyW of the hydmxymethyiene group at C-12 midclton and rerluction at C-4 to
Synthesis of 6α-methoxy-6β-hydroxymethylpenems
✍ Scribed by Bahman M. Sadeghpouiy; Roberto Pellicciari; Carla Marchioro; Tino Rossi; Bruno Tamburini; Giorgio Tarzia; Antonella Ursini
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- French
- Weight
- 593 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4020
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The six step synthesis of the cytotoxic antileukemic alkaloid 1-methoxy canthine-&one 2 is described. The pivotal steps m represented by the oxidation (DDQ) of 9 to tiord the 3-acylindole 14 and the conversion of 11 into the 4-methoxy-1-alkyl fl-carboline 15. A number of canthine-6-one alkaloids h
Epimerization at C-6 of polyfimctionalized 6a-eudesmanolides was achieved by chemical means, to obtain 6ikwdesmanolides and, after rearrangement, 6p-guaianolides. The epimerization process consists of the LiAU$ reduction of a 6a-lactone, selective pmtection of the hydroxymethylene group at C-12, oxi