Stereospecific sulfur-mediated cleavage of a spirocyclobutanone: Synthesis of a fully functional precursor to the CP compounds Journal Article


Authors: Meng, D.; Danishefsky, S. J.
Article Title: Stereospecific sulfur-mediated cleavage of a spirocyclobutanone: Synthesis of a fully functional precursor to the CP compounds
Abstract: A reaction sequence made up of a Sakurai reaction, ketene cyclization, sulfur-directed Baeyer-Villiger reaction, and tandem lactone cleavage/isomerization provided the fully functionalized core of the CP compounds. Key steps were the methanolysis of 1, which leads via 2 to the CP precursor 3.
Keywords: unclassified drug; drug structure; drug synthesis; structure activity relation; cyclization; natural product; oxidation; reaction analysis; stereospecificity; chemical bond; natural products; hydroxylation; cyclobutanone derivative; isomerism; synthetic methods; decomposition; article; polycycles; 2 butanone; cp 225917; cp 263114; spirocyclobutanone
Journal Title: Angewandte Chemie - International Edition
Volume: 38
Issue: 10
ISSN: 1433-7851
Publisher: Wiley Blackwell  
Date Published: 1999-05-17
Start Page: 1485
End Page: 1488
Language: English
PROVIDER: scopus
DOI: 10.1002/(SICI)1521-3773(19990517)38:10<1485::AID-ANIE1485>3.0.CO;2-1
DOI/URL:
Notes: Article -- Export Date: 16 August 2016 -- Source: Scopus
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  1. Dongfang   Meng
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