Synthesis of chiral [60]fullerene-steroid bisadducts using steroid templates

Tsutomu Ishi-i, Seiji Shinkai

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

The double [4+2] cycloadditions between [60]fullerene and steroid- appended dibenzoates 7 and 8, the reaction sites of which were controlled by diols in chiral template molecules, afforded [60]fullerene-steroid bisadducts 11 and 12 regio- and chiroselectively. CD spectroscopic studies of 11 and 12 indicated that the magnitude of the cotton effects changes reflecting the chiral structure of the steroid moiety in 11 and 12.

Original languageEnglish
Pages (from-to)12515-12530
Number of pages16
JournalTetrahedron
Volume55
Issue number43
DOIs
Publication statusPublished - Oct 22 1999

Fingerprint

Steroids
Cycloaddition
Cycloaddition Reaction
Cotton
Molecules
fullerene C60

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis of chiral [60]fullerene-steroid bisadducts using steroid templates. / Ishi-i, Tsutomu; Shinkai, Seiji.

In: Tetrahedron, Vol. 55, No. 43, 22.10.1999, p. 12515-12530.

Research output: Contribution to journalArticle

Ishi-i, Tsutomu ; Shinkai, Seiji. / Synthesis of chiral [60]fullerene-steroid bisadducts using steroid templates. In: Tetrahedron. 1999 ; Vol. 55, No. 43. pp. 12515-12530.
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