Addition of lithium metal to but-1-en-3-ynes. Synthesis and epoxidation of1,4-bis(trimethylsilyl)buta-1,2-dienes

Authors
Santelli-Rouvier, C Lefrere, S Santelli, M
Citation
C. Santelli-rouvier et al., Addition of lithium metal to but-1-en-3-ynes. Synthesis and epoxidation of1,4-bis(trimethylsilyl)buta-1,2-dienes, TETRAHEDR L, 40(30), 1999, pp. 5491-5494
Citations number
33
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
5491 - 5494
Database
ISI
SICI code
0040-4039(19990723)40:30<5491:AOLMTB>2.0.ZU;2-A
Abstract
But-1-en-3-ynes react with lithium and chlorotrimethylsilane in THF to give 1,4-bis(trimethylsilyl)buta-2,3-dienes. Epoxidation of these allenes leads to oxyallyl species which are trapped by nucleophilic reagents to give 1,4 -bis(trimethylsilyl)butan-3-ol-2-one derivatives. (C) 1999 Published by Els evier Science Ltd. All rights reserved.