ASYMMETRIC ALLYLATION OF PROCHIRAL ALDEHYDES WITH A NEW ENANTIOSELECTIVE ALLYLATING AGENT PREPARED FROM STANNOUS TRIFLATE, A CHIRAL DIAMINE, AND ALLYLDIALKYLALUMINUM
- 5 January 1986
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 15 (1) , 97-100
- https://doi.org/10.1246/cl.1986.97
Abstract
A new enantioselective allylating agent, prepared by treatment of a mixture of stannous trifluoromethanesulfonate and a chiral diamine with allyldialkylaluminum, reacts with prochiral aldehydes to give secondary homoallyl alcohols in good optical yield.Keywords
This publication has 8 references indexed in Scilit:
- Allylation of Aldehydes with Etherification by Dialkoxydichlorotitanium/Allyltrimethylsilane; an Asymmetric Variant of the Sakurai ReactionAngewandte Chemie International Edition in English, 1985
- 3,3-Dimethylallyldiisopinocampheylborane: A novel reagent for chiral isoprenylation of aldehydes. Synthesis of (+)- and (−)-artemisia alcohol in exceptionally high enantiomeric purityTetrahedron Letters, 1984
- B-Allyldiisocaranylborane: a new, remarkable enantioselective allylborating agent for prochiral aldehydes. Synthesis of homoallylic alcohols approaching 100% enantiomeric puritiesThe Journal of Organic Chemistry, 1984
- Asymmetric carbon-carbon bond formation via .beta.-allyldiisopinocampheylborane. Simple synthesis of secondary homoallylic alcohols with excellent enantiomeric puritiesJournal of the American Chemical Society, 1983
- Stereoselektive Synthese von Alkoholen, VII1) Optisch aktive Homoallylalkohole durch Addition chiraler Boronsäureester an AldehydeEuropean Journal of Inorganic Chemistry, 1981
- Macrolides. Recent Progress in Chemistry and BiochemistryAngewandte Chemie International Edition in English, 1977
- Allylaluminium-VerbindungenJournal of Organometallic Chemistry, 1970
- .alpha.-Methoxy-.alpha.-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enantiomeric composition of alcohols and aminesThe Journal of Organic Chemistry, 1969