An efficient stereoselective synthesis (2S,4S,5R)-(-)-bulgecinine

Authors
Krasinski, A Jurczak, J
Citation
A. Krasinski et J. Jurczak, An efficient stereoselective synthesis (2S,4S,5R)-(-)-bulgecinine, TETRAHEDR L, 42(10), 2001, pp. 2019-2021
Citations number
34
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
2019 - 2021
Database
ISI
SICI code
0040-4039(20010304)42:10<2019:AESS(>2.0.ZU;2-T
Abstract
N-Benzyl-N-carbobenzyloxy-O-tert-butyldimethylsilyl-D-serinal (6) was react ed under Barbier conditions with allyl bromide affording diastereoselective ly (82:18) the anti-adduct 5, which was subsequently transformed into (2S,4 S,5R)-(-)-bulgecinine (1). (C) 2001 Elsevier Science Ltd. All rights reserv ed.