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Homochiral ketals in organic synthesis. Enantioselective preparation of (+)-modhephene

✍ Scribed by Eugene A. Mash; Shivanand K. Math; Christopher J. Flann


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
226 KB
Volume
29
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


Homochiral ketals in organic synthesis.
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Optically active [m.n.l]propellanones have been prepared by diastereoselective cyclopropanation of homochiral ene ketals derived from 1,4-di-O-benzyl-L-threltol and readily available bicyclic enones. Propellanones are a synthetically useful subset of the structurally and theoretically interesting pr

Homochiral acetals in organic synthesis.
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Most important was the generality of the separability of diastereomeric @)-methyl lnctyl pyranosides (entries 1,5-9, Table 1) and furanosides (entries 10-12). Note that in entries 5,9,11, and 12, a second stereogenic center in the ring bearing a substituent is stereochemically "linked" t o the chira

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✍ Giuseppe Guanti; Luca Banfi; Enrica Narisano πŸ“‚ Article πŸ“… 1989 πŸ› Elsevier Science 🌐 French βš– 171 KB

A new C-4 chiral building block, that is a tn> (hydroxymethyl)methane derivative where the three equivalent hydroxymethyl groups have been differentiated [(THYM)\*], was prepared with excellent enautioselection, through PPL catalysed monohydrolysis of prochiral diacetate 3.