Metalation of 3-trimethylsilyl propargyl chloride: A stereoselective access to trans-propargylic oxiranes.

Authors
Chemla, F Bernard, N Normant, JF
Citation
F. Chemla et al., Metalation of 3-trimethylsilyl propargyl chloride: A stereoselective access to trans-propargylic oxiranes., TETRAHEDR L, 40(1), 1999, pp. 75-78
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
1
Year of publication
1999
Pages
75 - 78
Database
ISI
SICI code
0040-4039(19990101)40:1<75:MO3PCA>2.0.ZU;2-G
Abstract
The metalation of 3-trimethylsilyl-1-chloroprop-2-yne and the subsequent re action with aldehydes affords stereospecifically anti-chlorohydrins which g ive after treatment with potassium fluoride and NaOH propargylic epoxides w ith good to excellent yields. (C) 1998 Elsevier Science Ltd. All rights res erved.