cis,cis,cis,cis-1,2,3,4,5-Pentakis(hydroxymethyl)cyclopentane |
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| Authors: | Adeline R. Pujol,Nicolas Ratel-Ramond,André Gourdon |
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| Affiliation: | 1. NanoSciences Group, CEMES-CNRS, 29 rue Jeanne Marvig, BP 94347, 31055 Toulouse Cedex 4, France;2. Université de Toulouse, UPS, 118 route de Narbonne, F-31062 Toulouse Cedex 9, France |
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| Abstract: | All-cis pentamethanolcyclopentane has been obtained in six steps by Diels–Alder condensation of maleic anhydride with (benzyloxymethyl)cyclopenta-2,4-diene, reduction of the anhydride to a diol that was protected as the acetonide. Then, ozonolysis of the double bond, followed by reduction led to a cis-diol. Then successive deprotections of the three other methanol groups gave the cis,cis,cis,cis-1,2,3,4,5-pentakis(hydroxymethyl)cyclopentane. |
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| Keywords: | Alcohols Cycloaddition Ozonolysis Diastereoselectivity |
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