Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines
Publication type: Journal Article
Publication date: 2002-02-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
trans-(2S,5S)-(1,1-Diphenylmethyl)pyrrolidine has been prepared from the corresponding diester in four steps and 54% overall yield. Key steps involve the nucleophilic addition of an organomagnesiun reagent to a carbonyl compound promoted by cerium(III) chloride and the reductive removal of benzylic trimethylsilyloxyl groups with Me3SiCl–NaI–MeCN and water.
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Aggarwal V. K., Sandrinelli F., Charmant J. P. H. Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines // Tetrahedron Asymmetry. 2002. Vol. 13. No. 1. pp. 87-93.
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Aggarwal V. K., Sandrinelli F., Charmant J. P. H. Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines // Tetrahedron Asymmetry. 2002. Vol. 13. No. 1. pp. 87-93.
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TY - JOUR
DO - 10.1016/S0957-4166(02)00032-0
UR - https://doi.org/10.1016/S0957-4166(02)00032-0
TI - Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines
T2 - Tetrahedron Asymmetry
AU - Aggarwal, Varinder K.
AU - Sandrinelli, Franck
AU - Charmant, Jonathan P. H.
PY - 2002
DA - 2002/02/01
PB - Elsevier
SP - 87-93
IS - 1
VL - 13
SN - 0957-4166
SN - 1362-511X
ER -
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@article{2002_Aggarwal,
author = {Varinder K. Aggarwal and Franck Sandrinelli and Jonathan P. H. Charmant},
title = {Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines},
journal = {Tetrahedron Asymmetry},
year = {2002},
volume = {13},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/S0957-4166(02)00032-0},
number = {1},
pages = {87--93},
doi = {10.1016/S0957-4166(02)00032-0}
}
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MLA
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Aggarwal, Varinder K., et al. “Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines.” Tetrahedron Asymmetry, vol. 13, no. 1, Feb. 2002, pp. 87-93. https://doi.org/10.1016/S0957-4166(02)00032-0.