A mild and general method for preparation of α-glycosyl chlorides

Chih-Wei Chang, Shih Sheng Chang, Chin Sheng Chao, Kwok Kong T. Mong

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

A mild and efficient chlorination method for production of glycosyl chlorides is first described which employs inexpensive trichlorotriazine (TCT) and DMF as a chlorination reagent and is compatible with typical acid-labile hydroxyl protecting functions. The scope and limitations, reaction mechanism and its application in the sequential glycosylations are discussed.

Original languageEnglish
Pages (from-to)4536-4540
Number of pages5
JournalTetrahedron Letters
Volume50
Issue number31
DOIs
Publication statusPublished - 2009 Aug 5

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Chlorination
Halogenation
Chlorides
Glycosylation
Hydroxyl Radical
Acids

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Chang, Chih-Wei ; Chang, Shih Sheng ; Chao, Chin Sheng ; Mong, Kwok Kong T. / A mild and general method for preparation of α-glycosyl chlorides. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 31. pp. 4536-4540.
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A mild and general method for preparation of α-glycosyl chlorides. / Chang, Chih-Wei; Chang, Shih Sheng; Chao, Chin Sheng; Mong, Kwok Kong T.

In: Tetrahedron Letters, Vol. 50, No. 31, 05.08.2009, p. 4536-4540.

Research output: Contribution to journalArticle

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