Regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol

Kelebekli, Latif; Aksu, Kadir; Şahin, Ertan

doi:10.1016/j.tetlet.2018.02.050

Makale Tam Makale Uluslararası 2018

Regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol

Latif Kelebekli, Kadir Aksu, Ertan Şahin

Tetrahedron Letters Cilt 59 · Sayı 13 · ss. 1258–1260 · 28.03.2018

DOI ile aç

Özet

The regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol is reported. Bromination of p-benzoquinone followed by reduction of the carbonyl groups with NaBH4 gave the corresponding trans-dibromodiol compound, which was reacted with sodium methoxide to produce dimethoxy conduritol-B. Regiospecific bromination of the alkene moiety furnished the desired chiro-inositol derivative. (C) 2018 Published by Elsevier Ltd.

Anahtar kelimeler

INHIBITORS chiro-Inositol Methoxy conduritol-B Methoxy inositol Regio- and stereospecific synthesis D-CHIRO-INOSITOL MYOINOSITOL

Atıf için künye

Kelebekli, L., Aksu, K., & Şahin, E. (2018). Regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol. Tetrahedron Letters, 59(13), 1258–1260. https://doi.org/10.1016/j.tetlet.2018.02.050

BibTeX

@article{kelebekli2018-66720,
  author = {Kelebekli, Latif and Aksu, Kadir and Şahin, Ertan},
  title = {Regio- and stereospecific synthesis of DL-4,5-dibromo-4,5-dideoxy-3,6-O-methyl-chiro-inositol},
  journal = {Tetrahedron Letters},
  year = {2018},
  volume = {59},
  number = {13},
  pages = {1258--1260},
  issn = {0040-4039},
  doi = {10.1016/j.tetlet.2018.02.050},
  url = {https://akademik.atauni.edu.tr/yayinlar/66720-regio-and-stereospecific-synthesis-of-dl-45-dibromo-45-dideoxy-36-o-methyl-chiro}
}