1,4-ASYMMETRIC INDUCTION IN THE NOZAKI-HIYAMA REACTION

Authors
MAGUIRE RJ MULZER J BATS JW
Citation
Rj. Maguire et al., 1,4-ASYMMETRIC INDUCTION IN THE NOZAKI-HIYAMA REACTION, Tetrahedron letters, 37(31), 1996, pp. 5487-5490
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
31
Year of publication
1996
Pages
5487 - 5490
Database
ISI
SICI code
0040-4039(1996)37:31<5487:1IITNR>2.0.ZU;2-8
Abstract
A series of allyl bromides 3a-c bearing a stereogenic carbon substitue nt at C-2 are synthesised in four steps from methyl acrylate. These ar e found to react with aldehydes, mediated by chromium(ll) chloride, to furnish syn-4-alkoxyalkan-1-ols 4 in good to excellent diastereoselec tivity. Copyright (C) 1996 Elsevier Science Ltd