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  Diels–Alder reaction of androsta-14,16-dien-17-yl acetates with nitroethylene: Product distribution and selected adduct transformations

Baranovsky, A. V., Bolibrukh, D. A., Khripach, V. A., & Schneider, B. (2012). Diels–Alder reaction of androsta-14,16-dien-17-yl acetates with nitroethylene: Product distribution and selected adduct transformations. Steroids, 78, 282-287. doi:10.1016/j.steroids.2012.11.015.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-000E-70C8-1 Version Permalink: https://hdl.handle.net/21.11116/0000-0009-337C-3
Genre: Journal Article

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NMR199.pdf (Publisher version), 357KB
 
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Baranovsky, Alexander V., Author
Bolibrukh, Dmitry A., Author
Khripach, Vladimir A., Author
Schneider, Bernd1, Author           
Affiliations:
1Research Group Biosynthesis / NMR, MPI for Chemical Ecology, Max Planck Society, ou_421898              

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 Abstract: The Diels–Alder cycloaddition of nitroethylene to some androsta-14,16-dien-17-yl acetates has been studied. The addition occurs stereoselectively, giving predominantly head-to-head-adduct. 14β-Cyanomethyl steroids were obtained via the reductive cleavage reaction of bridged nitro compounds. The structures of the new compounds have been fully characterized by 2D NMR and tandem mass-spectrometry methods.

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 Dates: 2012-11-212012-12-19
 Publication Status: Published online
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 Rev. Type: -
 Identifiers: Other: NMR199
DOI: 10.1016/j.steroids.2012.11.015
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Title: Steroids
Source Genre: Journal
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Publ. Info: Stoneham, MA [etc.] : Elsevier
Pages: - Volume / Issue: 78 Sequence Number: - Start / End Page: 282 - 287 Identifier: ISSN: 0039-128X
CoNE: https://pure.mpg.de/cone/journals/resource/954925446727