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 |