Stereoselective chlorination of steroidal 5,6-olefin by an electrochemical method; a convenient synthesis of blattelastanoside B

Shojiro Maki, Katsuhiro Konno, Shigeru Ohba, Hiroaki Takayama

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Stereoselective chlorination of cholesterol (1) was achieved by an electrochemical method to give a dichloride 2 and a cholohydrin 3. Using this procedure, blattelastanoside B (6), an aggregation pheromone of the German cockroach, was synthesized from β-sitosterol (5') in short steps.

Original languageEnglish
Pages (from-to)3541-3542
Number of pages2
JournalTetrahedron Letters
Volume39
Issue number21
DOIs
Publication statusPublished - 1998 May 21

Fingerprint

Chlorination
Halogenation
Pheromones
Alkenes
Agglomeration
Blattellidae
Cholesterol
gamma-sitosterol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereoselective chlorination of steroidal 5,6-olefin by an electrochemical method; a convenient synthesis of blattelastanoside B. / Maki, Shojiro; Konno, Katsuhiro; Ohba, Shigeru; Takayama, Hiroaki.

In: Tetrahedron Letters, Vol. 39, No. 21, 21.05.1998, p. 3541-3542.

Research output: Contribution to journalArticle

Maki, Shojiro ; Konno, Katsuhiro ; Ohba, Shigeru ; Takayama, Hiroaki. / Stereoselective chlorination of steroidal 5,6-olefin by an electrochemical method; a convenient synthesis of blattelastanoside B. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 21. pp. 3541-3542.
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