The asymmetric addition of trimethylsilylcyanide to aldehydes catalysed byanionic chiral nucleophiles. - Part 1

Authors
Holmes, IP Kagan, HB
Citation
Ip. Holmes et Hb. Kagan, The asymmetric addition of trimethylsilylcyanide to aldehydes catalysed byanionic chiral nucleophiles. - Part 1, TETRAHEDR L, 41(39), 2000, pp. 7453-7456
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
39
Year of publication
2000
Pages
7453 - 7456
Database
ISI
SICI code
0040-4039(20000923)41:39<7453:TAAOTT>2.0.ZU;2-G
Abstract
Trimethylsilylcyanide has been added to a number of aldehydes using a highl y active chiral catalyst. This procedure gives the TMS ethers of the corres ponding cyanohydrins in excellent chemical yields with enantiomeric excesse s of up to 59%. The reaction is believed to occur through hypervalent silic on intermediates. (C) 2000 Elsevier Science Ltd. All rights reserved.