Stereocontrolled syntheses of C-aryl taxanes by intramolecular Heck olefination. Novel instances of diastereofacial guidance by proximal coordination Journal Article


Authors: Young, W. B.; Masters, J. J.; Danishefsky, S.
Article Title: Stereocontrolled syntheses of C-aryl taxanes by intramolecular Heck olefination. Novel instances of diastereofacial guidance by proximal coordination
Abstract: Stereospecific syntheses of baccatin III constructs bearing an aromatic C-ring (2a and 2b) have been demonstrated. A key step involves the use of an intramolecular Heck olefination reaction to form the C10-C11 bond (see transformations 15 → 16 and 27 → 28). Novel stereospecific reactions en route to 2a and 2b were also discovered (see 8 → 10, 8 → 23, 13 → 14, and 25 → 26). © 1995, American Chemical Society. All rights reserved.
Keywords: drug synthesis; taxane derivative; reaction analysis; stereochemistry; article; baccatin iii
Journal Title: Journal of the American Chemical Society
Volume: 117
Issue: 19
ISSN: 0002-7863
Publisher: American Chemical Society  
Date Published: 1995-05-17
Start Page: 5228
End Page: 5234
Language: English
DOI: 10.1021/ja00124a006
PROVIDER: scopus
DOI/URL:
Notes: Article -- Export Date: 28 August 2018 -- Source: Scopus
Altmetric
Citation Impact
BMJ Impact Analytics
MSK Authors