Mild and Stereocontrolled Synthesis of Iodo- and Bromohydrins by X2-Ti(O-i-Pr)4 Opening of Epoxy Alcohols

DOI: 10.1021/jo00298a002

Source and publish data:

Journal of Organic Chemistry p. 3429 - 3431 (1990)

Update date:2022-08-05

Topics:

Authors:

Alvarez, Eleuterio

Nunez, Maria Teresa

Martin, Victor S.

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Article abstract of DOI:10.1021/jo00298a002

A mild procedure to obtain halo diols by opening epoxy alcohols with halogen is described.The method is based on the use of Ti(O-i-Pr)4 and the suitable halogen over allylic and homoallylic epoxy alcohols, affording high regioselectivities and yields.Reaction with enantiomerically enriched epoxides leads selectively to chiral halohydrins.

Full text of DOI:10.1021/jo00298a002

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