Transetherification-mediated E-ring opening and stereoselective "Red-Ox" modification of furostan

Young Cheun; Myong Chul Koag; Yi Kou; Zachary Warnken; Seongmin Lee

doi:10.1016/j.steroids.2011.12.015

Transetherification-mediated E-ring opening and stereoselective "Red-Ox" modification of furostan

Steroids. 2012 Feb;77(3):276-81. doi: 10.1016/j.steroids.2011.12.015. Epub 2011 Dec 17.

Authors

Young Cheun¹, Myong Chul Koag, Yi Kou, Zachary Warnken, Seongmin Lee

Affiliation

¹ The Division of Medicinal Chemistry, College of Pharmacy, University of Texas at Austin, Austin, TX 78712, United States.

PMID: 22198526
DOI: 10.1016/j.steroids.2011.12.015

Abstract

We have developed a novel E-ring opening method for furostan, and applied it to prepare D-ring modified steroids, which can be used to synthesize cephalostatin analogs.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chemistry Techniques, Analytical / methods*
Crystallography, X-Ray
Ethers, Cyclic / chemistry*
Magnetic Resonance Spectroscopy
Methylene Chloride / chemistry
Molecular Structure
Oxidation-Reduction
Phenazines / chemical synthesis*
Phenazines / chemistry
Spiro Compounds / chemical synthesis*
Spiro Compounds / chemistry
Stereoisomerism
Steroids / chemical synthesis*
Steroids / chemistry

Substances

Ethers, Cyclic
Phenazines
Spiro Compounds
Steroids
cephalostatin I
Methylene Chloride