4.8 Article

Ene-yne tetrahydrofurans from the sponge Xestospongia muta.: Exploiting a weak CD effect for assignment of configuration

Journal

ORGANIC LETTERS
Volume 9, Issue 10, Pages 1975-1978

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0705696

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Funding

  1. NCI NIH HHS [R01 CA122256] Funding Source: Medline
  2. NIAID NIH HHS [R01 AI39987] Funding Source: Medline

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Seven new brominated ene-yne tetrahydrofurans (THFs), mutafurans A-G, were isolated from the Bahamian sponge Xestospongia muta. The absolute configuration of the natural products was assigned as (5R, 8S) by interpretation of the Cotton effect arising from weak perturbation of an ene-yne chromophore by a propargylic THF ring.

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