Synthesis of the C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271

Authors
Leanna, MR DeMattei, JA Li, WK Nichols, PJ Rasmussen, M Morton, HE
Citation
Mr. Leanna et al., Synthesis of the C-13 side chain precursors of the 9-dihydrotaxane analogue ABT-271, ORG LETT, 2(23), 2000, pp. 3627-3630
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
23
Year of publication
2000
Pages
3627 - 3630
Database
ISI
SICI code
1523-7060(20001116)2:23<3627:SOTCSC>2.0.ZU;2-5
Abstract
[GRAPHICS] N-Boc-L-Leucinol was converted to two C-13 side chain precursors of the 9-d ihydrotaxane analogue ABT-271. The trans-oxazolidine acid 4 and the cis-Boc -lactam 2b were prepared in 44% and 40% overall yield, respectively, and wi th excellent (>98%) stereochemical purity.