skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Method for the synthesis of chiral allylic alcohols utilizing selone based chiral derivatizing agents

Abstract

Molecules containing a chiral 1,2-diol unit are synthesized from reactions between aldehydes and N-acyl selones. A chilled N-acyl selone is reacted with a Lewis acid such as TiCl.sub.4 and mixed with a tertiary amine such as diisopropylethylamine to generate an enolate solution. Upon further chilling of the enolate solution a desired aldehyde is added and after an acceptable reaction period a quencher is introduced and the product isolated.

Inventors:
 [1]
  1. (White Rock, NM)
Issue Date:
Research Org.:
Los Alamos National Laboratory (LANL), Los Alamos, NM
OSTI Identifier:
874719
Patent Number(s):
6448409
Assignee:
The Regents of the University of California (Oakland, CA)
DOE Contract Number:  
W-7405-ENG-36
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
method; synthesis; chiral; allylic; alcohols; utilizing; selone; based; derivatizing; agents; molecules; containing; 12-diol; unit; synthesized; reactions; aldehydes; n-acyl; selones; chilled; reacted; lewis; acid; ticlsub4; mixed; tertiary; amine; diisopropylethylamine; generate; enolate; solution; chilling; aldehyde; added; acceptable; reaction; period; quencher; introduced; product; isolated; tertiary amine; /999/

Citation Formats

Silks, III, Louis A. Method for the synthesis of chiral allylic alcohols utilizing selone based chiral derivatizing agents. United States: N. p., 2002. Web.
Silks, III, Louis A. Method for the synthesis of chiral allylic alcohols utilizing selone based chiral derivatizing agents. United States.
Silks, III, Louis A. Tue . "Method for the synthesis of chiral allylic alcohols utilizing selone based chiral derivatizing agents". United States. https://www.osti.gov/servlets/purl/874719.
@article{osti_874719,
title = {Method for the synthesis of chiral allylic alcohols utilizing selone based chiral derivatizing agents},
author = {Silks, III, Louis A.},
abstractNote = {Molecules containing a chiral 1,2-diol unit are synthesized from reactions between aldehydes and N-acyl selones. A chilled N-acyl selone is reacted with a Lewis acid such as TiCl.sub.4 and mixed with a tertiary amine such as diisopropylethylamine to generate an enolate solution. Upon further chilling of the enolate solution a desired aldehyde is added and after an acceptable reaction period a quencher is introduced and the product isolated.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2002},
month = {1}
}

Patent:

Save / Share: