Facile Conversion of Epoxides to Chlorohydrins with Titanium(IV) Chloride/ 1,8-Diazabicyclo[5.4.0]undec-7-ene

Carol-Lynn Spawn; Gary J Drtina; David F Wiemer

doi:10.1055/s-1986-31596

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Facile Conversion of Epoxides to Chlorohydrins with Titanium(IV) Chloride/ 1,8-Diazabicyclo[5.4.0]undec-7-ene

Journal article

Peer reviewed

Facile Conversion of Epoxides to Chlorohydrins with Titanium(IV) Chloride/ 1,8-Diazabicyclo[5.4.0]undec-7-ene

Carol-Lynn Spawn, Gary J Drtina and David F Wiemer

Synthesis, Vol.1986(4), pp.315-317

1986

DOI: 10.1055/s-1986-31596

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Abstract

A series of epoxides has been converted to the analogous chlorohydrins by treatment with titanium(IV) chloride and 1,8-diazabicyclo[5.4.0-undec-7-ene. This procedure tolerates acetal protecting groups normally labile to aqueous acids, and, when used in conjunction with the Sharpless epoxidation protocols, it allows the preparation of chiral chlorodiols selectively protected at one hydroxy group

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Details

Title: Subtitle: Facile Conversion of Epoxides to Chlorohydrins with Titanium(IV) Chloride/ 1,8-Diazabicyclo[5.4.0]undec-7-ene
Creators: Carol-Lynn Spawn
Gary J Drtina
David F Wiemer
Resource Type: Journal article
Publication Details: Synthesis, Vol.1986(4), pp.315-317
DOI: 10.1055/s-1986-31596
ISSN: 0039-7881
eISSN: 1437-210X
Language: English
Date published: 1986
Academic Unit: Neuroscience and Pharmacology; Chemistry
Record Identifier: 9983985885802771

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