Literature DB >> 11597224

Reactive enols in synthesis 2. Synthesis of (+)-latifolic acid and (+)-latifoline.

I Drutu1, E S Krygowski, J L Wood.   

Abstract

We describe a short, enantioselective synthesis of the naturally occurring pyrrolizidine alkaloid (+)-latifoline (1) employing a tandem [3,3] sigmatropic rearrangement/[1,2] allyl shift as a key step in constructing (+)-latifolic acid (4).

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Year:  2001        PMID： 11597224     DOI： 10.1021/jo015741c

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Enantioselective synthesis of 3,4-chromanediones via asymmetric rearrangement of 3-allyloxyflavones.

Authors:  Jean-Charles Marié; Yuan Xiong; Geanna K Min; Adam R Yeager; Tohru Taniguchi; Nina Berova; Scott E Schaus; John A Porco
Journal:  J Org Chem       Date:  2010-07-02       Impact factor: 4.354

Review 2.  Toward a symphony of reactivity: cascades involving catalysis and sigmatropic rearrangements.

Authors:  Amanda C Jones; Jeremy A May; Richmond Sarpong; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-03       Impact factor: 15.336

3.  An antiaphrodisiac in Heliconius melpomene butterflies.

Authors:  Stefan Schulz; Catalina Estrada; Selma Yildizhan; Michael Boppré; Lawrence E Gilbert
Journal:  J Chem Ecol       Date:  2007-12-12       Impact factor: 2.626

4.  Dynamic kinetic asymmetric cross-benzoin additions of β-stereogenic α-keto esters.

Authors:  C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2014-10-09       Impact factor: 15.419
  4 in total

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