The di-acetonide of 6-deoxy-aLdehydo-D-qlucose Lz and (S,S)-2-ethoxy-6-triphenylphosphoniomethyl-dihydropyran iodide 2 are elaborated from D-glucose each in practicable procedures of 5 and 10 steps, resp., and subsequently joined to give, after oxidation, deprotection and acetylation, (-I-anamarine
A convergent total synthesis of (+)-anamarine from (R,R)-tartrate and D-gulonolactone
β Scribed by Klaus Lorenz; Frieder W. Lichtenthaler
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 277 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The (R R)-6-alkoxy-2-triphenylphosphoniomethyl-dihydropyran iodide 2 and the --di-acetonide of 6-deoxy-aldehydo-L-glucose 3 are elaborated from (R,R)-tartrate and D-gulonolactone, resp., and subsequently joined to yield (+)-anamarine (l), identical with the Hyptis-derived product.
π SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
We describe an expeditious enantioselective total synthesis of the acetylenic marine natural products (R)-strongylodiols A and B. Central to the strategy is the use of Zn(OTf) 2 , amine base, and N-methyl ephedrine to mediate the direct addition of a 1,3-diyne to two longchain aliphatic aldehydes in