A New Simple Synthesis of Optically Active Alkylpyridines: Remarks on the Maximum Rotatory Power of (+)-(S)-3- s . Butylpyridine
- 1 November 1983
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 13 (13), 1129-1136
- https://doi.org/10.1080/00397918308080897
Abstract
Our interest in the synthesis of optically active alkylpyridines led us to develop several synthetic routes to these products.1–5 In particular, 2-alkylsuccinaldehyde monoacetals (1), which can be easily prepared without racemization through rhodium-catalyzed hydroformylation of α, β- unsaturated aldehyde acetals,6 proved to be valuable starting materials for the preparation of optically active 3-alkylpyridines (6).2Keywords
This publication has 10 references indexed in Scilit:
- Diastereoselective Synthesis of Nitroaldol DerivativesHelvetica Chimica Acta, 1982
- Synthesis of (+)-(S)-4-s.Butyl and (+)-(S)-2-Methyl-4-s.ButylpyridineSynthetic Communications, 1981
- Optically active α- and β- naphthalene derivatives-III,Tetrahedron, 1979
- A Simple Synthesis of an Optically Active Alkylvinylpyridine: (+)-(S)-2-Vinyl-5-sec. ButylpyridineSynthetic Communications, 1979
- A General Synthetic Route to Optically Active Alkylpyridines from Alkylsubstituted Succinaldehyde MonoacetalsSynthetic Communications, 1976
- Optically active heteroaromatic compounds. VII. Synthesis of the three optically active sec-butylpyridinesThe Journal of Organic Chemistry, 1975
- Optically active heteroaromatic compounds. VI. 3-Substituted furans and thiophenes from .alpha.,.beta.-unsaturated aldehydesThe Journal of Organic Chemistry, 1973
- Novel procedure for the removal of o-nitrophenoxyacetyl amino-protecting groupsThe Journal of Organic Chemistry, 1969
- Reduction of nitroalkenes to nitroalkanes with aqueous sodium borohydrideThe Journal of Organic Chemistry, 1967
- Synthesis of some optically active α-alkylacrylic compounds containing a sec-butyl groupTetrahedron, 1966