A highly efficient synthesis of (S)-(+)-N-Boc-coniine using ring-closing olefin metathesis (RCM)

Authors
Citation
E. Jo et al., A highly efficient synthesis of (S)-(+)-N-Boc-coniine using ring-closing olefin metathesis (RCM), TETRAHEDR L, 40(30), 1999, pp. 5581-5582
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
30
Year of publication
1999
Pages
5581 - 5582
Database
ISI
SICI code
0040-4039(19990723)40:30<5581:AHESO(>2.0.ZU;2-Q
Abstract
Optically active (S)-(+)-coniine as an N-Boc protected form was concisely p repared starting from an amino acid, L-norvaline. The key step involved a r ing-closing olefin metathesis (RCM) of the dialkenyl compound 6 to give the corresponding cyclic olefin 8 in an essentially quantitative yield. (C) 19 99 Elsevier Science Ltd. All rights reserved.