Back to Search
Start Over
Geminal bis(silyl) enal: a versatile scaffold for stereoselective synthesizing C3,O1-disilylated allylic alcohols based upon anion relay chemistry.
- Source :
-
Organic letters [Org Lett] 2013 Mar 01; Vol. 15 (5), pp. 1104-7. Date of Electronic Publication: 2013 Feb 15. - Publication Year :
- 2013
-
Abstract
- Geminal bis(silyl) enal 2a is shown to be a useful scaffold for anion relay chemistry (ARC) aimed at the stereoselective synthesis of C(3),O(1)-disilylated allylic alcohols. The ARC reaction is initiated by the addition of an alkyllithium to the aldehyde and features a CuCN-promoted C(sp2)-to-O 1,4-silyl migration to generate a vinylcuprate that reacts with activated electrophiles.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 15
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 23410199
- Full Text :
- https://doi.org/10.1021/ol400145z