Concise stereoselective routes to advanced intermediates related to natural and unnatural pinnaic acid Journal Article

  


Authors: Carson, M. W.; Kim, G.; Hentemann, M. F.; Trauner, D.; Danishefsky, S. J.
Article Title: Concise stereoselective routes to advanced intermediates related to natural and unnatural pinnaic acid
Abstract: Important intermediates: In an effort to synthesize and determine the stereo-chemistry of pinnaic acid, C14-epimeric aldehydes 1 and 2 were generated from Meyers' lactam 3. A key step in the parallel syntheses is a highly stereoselective vinylogous Michael cyclization; Boc = tert-butoxy carbonyl, TFA = trifluoro-acetic acid.
Keywords: unclassified drug; nonhuman; drug structure; drug synthesis; antiinflammatory activity; organic acids; cyclization; natural product; alkaloids; aldehydes; drug isolation; total synthesis; synthesis (chemical); stereochemistry; antiinflammatory agent; natural products; asymmetric synthesis; sponge (porifera); marine environment; article; halichlorine; phospholipase inhibitor; pinnaic acid
Journal Title: Angewandte Chemie - International Edition
Volume: 40
Issue: 23
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 2001-12-03
Start Page: 4450
End Page: 4452
Language: English
DOI: 10.1002/1521-3773(20011203)40:23<4450::aid-anie4450>3.0.co;2-m
PROVIDER: scopus
PUBMED: 12404442
DOI/URL:

http://www.scopus.com/inward/record.url?eid=2-s2.0-0035803703&partnerID=40&md5=932f929af508c5e3820c8783b011d188
Notes: Export Date: 21 May 2015 -- Source: Scopus
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MSK Authors
  1. Guncheol Kim
    3 Kim
  2. Martin F Hentemann
    5 Hentemann
  3. Matthew W Carson
    3 Carson
  4. Dirk Trauner
    4 Trauner
  5. Samuel J Danishefsky
    539 Danishefsky
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