The α-hydroxyphosphonate-phosphate rearrangement of a noncyclic substrate – some new observations-Reference-Cited by-同舟云学术

The α-hydroxyphosphonate-phosphate rearrangement of a noncyclic substrate – some new observations

Published:2018 Issue:19 Volume:16 Page:3672-3680
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Prechelmacher Susanne¹²³⁴,Mereiter Kurt⁵⁶⁷⁴^ORCID,Hammerschmidt Friedrich¹²³⁴^ORCID

Affiliation:

1. Institute of Organic Chemistry

2. University of Vienna

3. A-1090 Vienna

4. Austria

5. Institute of Chemical Technologies and Analytics

6. Vienna University of Technology

7. A-1060 Vienna

Abstract

An enantiomerically pure ethyl hydrogen α-hydroxyphosphonate was converted to diastereomeric 1′,3′,5′(10′)-estratrien-3′-yl ethyl phosphonates, which were methylated and subjected to α-hydroxyphosphonate-phosphate rerrangements following a stereospecific course.

Funder

Austrian Academy of Sciences

Austrian Science Fund

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2018/OB/C8OB00419F

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1. Dipole-stabilized carbanions: novel and useful intermediates

2. Beyond Thermodynamic Acidity: A Perspective on the Complex-Induced Proximity Effect (CIPE) in Deprotonation Reactions