Highly Enentioselective Rearrangement of a meso-Epoxide to an Allyl Alcohol for Carbocyclic Nucleoside Synthesis: an Internal Alkoxide Effect

DOI: 10.1016/S0957-4166(00)86200-X

Source and publish data:

Tetrahedron Asymmetry p. 337 - 338 (1994)

Update date:2022-07-29

Topics:

Authors:

Hodgson, David M.

Witherington, Jason

Moloney, Brian A.

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Article abstract of DOI:10.1016/S0957-4166(00)86200-X

The synthesis of enantiomeric cis-4-(hydroxymethyl)cyclopent-2-ene-1-ols 2 and 3 (R=H) via a highly enantioselective rearrangement of cis-6-oxabicyclo<3.1.0>hexane-3-methanol 4 (R=H) using the dilithium salts of (+)- or (-)-norephedrine is described.

Full text of DOI:10.1016/S0957-4166(00)86200-X

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