Neighboring group effects in the regioselective cyclization of vicinal trans-1,2-bromohydrins to epoxides

DOI: 10.1016/S0040-4039(98)01243-X

Source and publish data:

Tetrahedron Letters p. 5903 - 5906 (1998)

Update date:2022-07-30

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Authors:

Lang, Fengrui

Kassab, Darren J.

Ganem, Bruce

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Article abstract of DOI:10.1016/S0040-4039(98)01243-X

Bromocyclopentitols and amino (or amido) bromocyclopentitols having a C- Br bond trans to two different vicinal hydroxyl groups show selectivity in base-promoted epoxide formation. The role of adjacent polar substituents in directing bromohydrin cyclization is discussed.

Full text of DOI:10.1016/S0040-4039(98)01243-X

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