Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue.
1
Laboratoire de Stéréochimie Organométallique, associé au CNRS, EHICS, 1 rue B. Pascal, 67008 Strasbourg, France
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Publication type: Journal Article
Publication date: 1991-01-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
An efficient (80% total yield) 4-step synthesis of a 94% e.e. R-(−)-Halostachine analogue is described. The method offers the possibility to introduce various substituents onto the aromatic ring and various alkyl groups on the amine. A one-step and high yield (≈100%) conversion of esters into amides is presented.
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Solladié-Cavallo A., Bencheqroun M. Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue. // Tetrahedron Asymmetry. 1991. Vol. 2. No. 11. pp. 1165-1171.
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Solladié-Cavallo A., Bencheqroun M. Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue. // Tetrahedron Asymmetry. 1991. Vol. 2. No. 11. pp. 1165-1171.
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RIS
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TY - JOUR
DO - 10.1016/S0957-4166(00)82014-5
UR - https://doi.org/10.1016/S0957-4166(00)82014-5
TI - Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue.
T2 - Tetrahedron Asymmetry
AU - Solladié-Cavallo, Arlette
AU - Bencheqroun, Mohamed
PY - 1991
DA - 1991/01/01
PB - Elsevier
SP - 1165-1171
IS - 11
VL - 2
SN - 0957-4166
SN - 1362-511X
ER -
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BibTex (up to 50 authors)
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@article{1991_Solladié-Cavallo,
author = {Arlette Solladié-Cavallo and Mohamed Bencheqroun},
title = {Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue.},
journal = {Tetrahedron Asymmetry},
year = {1991},
volume = {2},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/S0957-4166(00)82014-5},
number = {11},
pages = {1165--1171},
doi = {10.1016/S0957-4166(00)82014-5}
}
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MLA
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Solladié-Cavallo, Arlette, and Mohamed Bencheqroun. “Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue..” Tetrahedron Asymmetry, vol. 2, no. 11, Jan. 1991, pp. 1165-1171. https://doi.org/10.1016/S0957-4166(00)82014-5.