Enantioselective halolactonisation of bis-γ,δ-unsaturated carboxylic acid derivatives: use of a sultam and oxazolidine-2-ones as chiral auxiliary
- 1 January 1992
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 9,p. 728-729
- https://doi.org/10.1039/c39920000728
Abstract
Iodolactonisation of heptadienoic acid derivatives 2 and 3 having oxazolidin-2-ones or a sultam as chiral auxiliary gave the chiral iodolactones 4 and 5 in moderate to excellent enantiselectivity.Keywords
This publication has 6 references indexed in Scilit:
- Enantioselective iodolactonization through diastereotopic group differentiationTetrahedron Letters, 1990
- Double diastereoselection in the iodolactonization of 1,6-heptadiene-4-carboxylic acidsJournal of the American Chemical Society, 1987
- Camphor‐Derived N‐Acryloyl and N‐Crotonoyl Sultams: Practical Activated Dienophiles in Asymmetric Diels‐alder Reactions. Preliminary CommunicationHelvetica Chimica Acta, 1984
- Chiral Route to Some Alkaloids through Asymmetric IodolactonizationHETEROCYCLES, 1981
- The ester enolate Claisen rearrangement. Stereochemical control through stereoselective enolate formationJournal of the American Chemical Society, 1976
- THE SYNTHESIS OF β-D-GLUCOPYRANOSYL 2-DEOXY-α-D-ARABINO-HEXOPYRANOSIDECanadian Journal of Chemistry, 1965