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  Stereocontrolled Synthesis of a Nonracemic Vitamin B12 A−B-Semicorrin

Mulzer, J., List, B., & Bats, J. W. (1997). Stereocontrolled Synthesis of a Nonracemic Vitamin B12 A−B-Semicorrin. Journal of the American Chemical Society, 119(24), 5512-5518. doi:10.1021/ja9700515.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0014-A50A-B Version Permalink: https://hdl.handle.net/21.11116/0000-0008-38BC-6
Genre: Journal Article

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 Creators:
Mulzer, Johann1, Author
List, Benjamin2, Author           
Bats, Jan W.2, Author
Affiliations:
1Institut für Organische Chemie der Universität Wien, Währingerstrasse 38, A-1090 Wien, Austria, ou_persistent22              
2Institut für Organische Chemie der Johann Wolfgang Goethe-Universität, Marie-Curie-Straße 11, D-60439 Frankfurt am Main, ou_persistent22              

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 Abstract: The first synthesis of a vitamin B12 A−B-semicorrin 44 is described. Both A and B rings were prepared from the same precursor, enamide 40, which is obtained by a sequence of sigmatropic rearrangements and a biomimetic oxylactonization. The coupling has been achieved via Eschenmoser sulfide contraction. A−B-semicorrin 44 allows a new approach toward vitamin B12 and other uroporphinoids.

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Language(s): eng - English
 Dates: 1997-01-061997-06-01
 Publication Status: Issued
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/ja9700515
 Degree: -

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Title: Journal of the American Chemical Society
  Other : JACS
  Abbreviation : J. Am. Chem. Soc.
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 119 (24) Sequence Number: - Start / End Page: 5512 - 5518 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870