Total synthesis of amphidinolide E.
Porino Va,William R. Roush +1 more
TLDR
A convergent and highly stereocontrolled synthesis of amphidinolide E (1) has been accomplished as discussed by the authors, which features a highly diastereoselective BF3·Et2O promoted [3+2] annulation reaction between aldehyde 3 and allylsilane 4 to afford substituted tetrahydrofuran 2.Abstract:
A convergent and highly stereocontrolled synthesis of amphidinolide E (1) has been accomplished. The synthesis features a highly diastereoselective (>20:1) BF3·Et2O promoted [3+2] annulation reaction between aldehyde 3 and allylsilane 4 to afford substituted tetrahydrofuran 2.read more
Citations
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Marine natural products.
TL;DR: This review covers the literature published in 2014 for marine natural products, with 1116 citations referring to compounds isolated from marine microorganisms and phytoplankton, green, brown and red algae, sponges, cnidarians, bryozoans, molluscs, tunicates, echinoderms, mangroves and other intertidal plants and microorganisms.
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Chiral NHC–metal-based asymmetric catalysis
TL;DR: In this paper, the growing field of chiral NHC-metal-based asymmetric catalysis is comprehensively described, and strategies for the design of efficient N-heterocyclic carbenes and novel asymmetric synthetic methodologies have dramatically increased over the past 10 years.
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Tetrahydrofuran-containing macrolides: a fascinating gift from the deep sea.
TL;DR: Deep Sea Adriana Lorente,‡ Janire Lamariano-Merketegi,§,# and Mercedes Álvarez*,‡,⊥ †Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Baldiri Reixac 10, 08028 Barcelona, Spain
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Enantioselective Synthesis of Allylsilanes Bearing Tertiary and Quaternary Si-Substituted Carbons through Cu-Catalyzed Allylic Alkylations with Alkylzinc and Arylzinc Reagents
Journal ArticleDOI
Amphidinolides and its related macrolides from marine dinoflagellates.
TL;DR: This review covers the recent results described in publications on several new cytotoxic macrolides isolated from dinoflagellates of the genus Amphidinium in addition to an overview of the isolation, structure elucidation, synthesis, biosynthesis, and bioactivity of a series of amphidinolides reported so far.
References
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A synthetic method for formyl→ethynyl conversion (RCHO→RCCH or RCCR′)
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Sulfur trioxide in the oxidation of alcohols by dimethyl sulfoxide
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Simple stereoselective version of the Claisen rearrangement leading to trans-trisubstituted olefinic bonds. Synthesis of squalene
William S. Johnson,Lucius Werthemann,William R. Bartlett,Timothy J. Brocksom,Tsung-Tee Li,D. John Faulkner,Michael R. Petersen +6 more
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Amphidinolides, bioactive macrolides from symbiotic marine dinoflagellates
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