Lipase-mediated resolution of 4-TMS-3-butyn-2-ol and use of the mesylate derivatives as a precursor to a highly stereoselective chiral allenylindium reagent

Authors
Marshall, JA Chobanian, HR Yanik, MM
Citation
Ja. Marshall et al., Lipase-mediated resolution of 4-TMS-3-butyn-2-ol and use of the mesylate derivatives as a precursor to a highly stereoselective chiral allenylindium reagent, ORG LETT, 3(21), 2001, pp. 3369-3372
Citations number
17
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
21
Year of publication
2001
Pages
3369 - 3372
Database
ISI
SICI code
1523-7060(20011018)3:21<3369:LRO4AU>2.0.ZU;2-P
Abstract
[GRAPHICS] An improved procedure for the resolution of 4-trimethylsilyl-3-butyn-2-ol h as been developed. The mesylate derivatives of the resolved alcohols have b een found to undergo highly enantio-, regio-, and diastereoselective additi ons to aldehydes, leading to homopropargylic alcohol adducts.