Synthesis

Chiral preparation of polyoxygenated cyclopentanoids

H Nakashima, M Sato, T Taniguchi, K Ogasawara

Index: Nakashima, Hiromi; Sato, Masayuki; Taniguchi, Takahiko; Ogasawara, Kunio Synthesis, 2000 , # 6 p. 817 - 823

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Citation Number: 15

Abstract

Abstract: A series of polyoxygenated cyclopentanoids, including 2, 2-dimethyl-3a, 6a- dihydro-4H-cyclopenta [d][1, 3] dioxol-4-one, has been prepared in both enantiomeric forms from cyclopentadiene by employing lipase-mediated kinetic resolution as the key step. Thus, cyclopentadiene is first transformed into racemic cis-4-cumyloxycyclopent-2-en-1-ol which is resolved under transesterification conditions in the presence of lipase PS. After ...

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