The Barbier-Type Alkylation of Aldehydes with Alkyl Halides in the Presence of Metallic Strontium
-
- Miyoshi Norikazu
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
-
- Kamiura Koji
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
-
- Oka Hiromi
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
-
- Kita Akiko
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
-
- Kuwata Rika
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
-
- Ikehara Daitetsu
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
-
- Wada Makoto
- Department of Chemistry, Faculty of Integrated Arts and Sciences, University of Tokushima
Bibliographic Information
- Other Title
-
- Barbier Type Alkylation of Aldehydes with Alkyl Halides in the Presence of Metallic Strontium
Search this article
Abstract
In the presence of metallic strontium, the Barbier-type alkylation of aldehydes with alkyl iodides proceeded smoothly at −15 °C under an argon atmosphere to afford the corresponding alkylated alcohols in moderate to good yields. The unusual addition reaction of ethyl benzoate with tert-butyl iodide took place to give the p-tert-butylated alkylated product (the 1,6-adduct of the benzoate) in 55% yield. Using strontium isopropoxide, the Meerwein–Ponndorf–Verley-type reduction of the aldehyde proceeded smoothly under reflux conditions in 2-propanol.
Journal
-
- Bulletin of the Chemical Society of Japan
-
Bulletin of the Chemical Society of Japan 77 (2), 341-345, 2004
The Chemical Society of Japan
- Tweet
Keywords
Details
-
- CRID
- 1390001204128909440
-
- NII Article ID
- 130004151658
- 10012095036
-
- NII Book ID
- AA00580132
-
- ISSN
- 13480634
- 00092673
-
- NDL BIB ID
- 6845617
-
- Text Lang
- en
-
- Data Source
-
- JaLC
- NDL
- Crossref
- CiNii Articles
-
- Abstract License Flag
- Disallowed