[Bis(2-pyridyldimethylsilyl)methyl]lithium. New reagent for the stereoselective synthesis of vinylsilanes

Authors
Itami, K Nokami, T Yoshida, J
Citation
K. Itami et al., [Bis(2-pyridyldimethylsilyl)methyl]lithium. New reagent for the stereoselective synthesis of vinylsilanes, ORG LETT, 2(9), 2000, pp. 1299-1302
Citations number
46
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
9
Year of publication
2000
Pages
1299 - 1302
Database
ISI
SICI code
1523-7060(20000504)2:9<1299:[NRFTS>2.0.ZU;2-8
Abstract
The generation of (2-PyMe2Si)(2)CHLi was easily accomplished by the deproto nation of (2-PyMe2Si)(2)CH2 using n-BuLi in Et2O. Thus generated (2-PyMe2Si )(2)CHLi was found to react with a variety of aldehydes and ketones to give the corresponding vinylsilanes in extremely high yields with complete ster eoselectivities.