Literature DB >> 29712054

Synthesis of the C1-C13 Fragment of Kendomycin: Atropisomerism around a C-Aryl Glycosidic Bond.

Harry J Martin1, Martina Drescher1, Hanspeter Kählig1, Sabine Schneider1, Johann Mulzer1.   

Abstract

The left-hand fragment 2 of the novel antibiotic kendomycin (1) has been synthesized by an aldol addition and a Michael-type 1,4-addition of a C5 alcohol with a C9-C11 enone. Compound 2 shows an interesting atropisomerism around the C4a-C5-sp2 -sp3 bond. The atropisomers can be separated in pure forms by low-temperature high-pressure liquid chromatography.
© 2001 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  Michael addition; aldol reaction; antibiotics; atropisomerism; glycosides

Year:  2001        PMID： 29712054     DOI： 10.1002/1521-3773(20010903)40:17<3186::AID-ANIE3186>3.0.CO;2-W

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  1 in total

1.  Toward the synthesis of the carbacylic ansa antibiotic kendomycin.

Authors:  Johann Mulzer; Stefan Pichlmair; Martin P Green; Maria M B Marques; Harry J Martin
Journal:  Proc Natl Acad Sci U S A       Date:  2004-07-26       Impact factor: 11.205
  1 in total

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