Literature DB >> 10930289

Chiral silylation reagents for the determination of absolute configuration by NMR spectroscopy.

D B Weibel1, T R Walker, F C Schroeder, J Meinwald.   

Abstract

We have investigated the use of chiral silylating reagents as analytical probes for determining the absolute stereochemistry of natural products by NMR spectroscopy. These reagents are prepared in high chemical yield in one step and can be used to derivatize chiral allylic alcohols which are incompatible with ester-based methodologies. Microscale ( approximately 400 nmol) derivatization conditions have been defined. The resulting siloxane diastereomers are readily distinguished by their (1)H NMR spectra.

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Year:  2000        PMID: 10930289     DOI: 10.1021/ol006162h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Mayolenes: labile defensive lipids from the glandular hairs of a caterpillar (Pieris rapae).

Authors:  Scott R Smedley; Frank C Schroeder; Douglas B Weibel; Jerrold Meinwald; Katie A Lafleur; J Alan Renwick; Ronald Rutowski; Thomas Eisner
Journal:  Proc Natl Acad Sci U S A       Date:  2002-05-07       Impact factor: 11.205

2.  Pinoresinol: A lignol of plant origin serving for defense in a caterpillar.

Authors:  Frank C Schroeder; Marta L del Campo; Jacqualine B Grant; Douglas B Weibel; Scott R Smedley; Kelly L Bolton; Jerrold Meinwald; Thomas Eisner
Journal:  Proc Natl Acad Sci U S A       Date:  2006-10-09       Impact factor: 11.205

  2 in total

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