Synthesis of chiral non-racemic azetidines by lipase-catalysed acetylations and their transformation into amino alcohols: precursors of chiral catalysts

Authors
Citation
G. Guanti et R. Riva, Synthesis of chiral non-racemic azetidines by lipase-catalysed acetylations and their transformation into amino alcohols: precursors of chiral catalysts, TETRAHEDR-A, 12(4), 2001, pp. 605-618
Citations number
41
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
4
Year of publication
2001
Pages
605 - 618
Database
ISI
SICI code
0957-4166(20010319)12:4<605:SOCNAB>2.0.ZU;2-M
Abstract
Azetidinic mono-acetate 7, diol 6b and di-acetate 10a were prepared with hi gh e.e. using PPL-catalysed acetylations. The absolute configurations of al l new enantioenriched compounds were assigned by chemical correlation with known compounds. Mono-acetate 7 was then transformed into 30, an amino alco hol of noteworthy potential interest since it represents an interesting pre cursor for chiral catalysts, such as 32. (C) 2001 Elsevier Science Ltd. All rights reserved.