Facile synthesis of amino bicyclo[2.2.1]heptyl alcohol and its application for enantioselective additions of diethylzinc to aldehydes

作者: Naoto Hanyu , Takashi Mino , Masami Sakamoto , Tsutomu Fujita

DOI: 10.1016/S0040-4039(00)00637-7

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摘要: Abstract Enantioselective additions of diethylzinc to aldehydes were demonstrated, and good moderate enantioselectivities (54 95% enantiomeric excess) obtained. The ligand 4 was prepared from camphor acetic acid in a facile process four steps, the chiral source only inexpensive (+)-camphor.

参考文章(19)
S. Watanabe, K. Suga, T. Fujita, K. Fujiyoshi, The Direct Synthesis of β-hydroxy-acids by Lithium Naphthalene and Acetic Acid Israel Journal of Chemistry. ,vol. 8, pp. 731- 736 ,(1970) , 10.1002/IJCH.197000088
K. R. K. Prasad, N. N. Joshi, CHIRAL ZINC AMIDES AS THE CATALYSTS FOR THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES Journal of Organic Chemistry. ,vol. 62, pp. 3770- 3771 ,(1997) , 10.1021/JO970047B
Ryoji Noyori, Masato Kitamura, Enantioselective Addition of Organometallic Reagents to Carbonyl Compounds: Chirality Transfer, Multiplication, and Amplification Angewandte Chemie International Edition in English. ,vol. 30, pp. 49- 69 ,(1991) , 10.1002/ANIE.199100491
Kenso Soai, Seiji Niwa, Enantioselective addition of organozinc reagents to aldehydes Chemical Reviews. ,vol. 92, pp. 833- 856 ,(1992) , 10.1021/CR00013A004
Hiroto Nakano, Noriyuki Kumagai, Hisao Matsuzaki, Chizuko Kabuto, Hiroshi Hongo, Enantioselective addition of diethylzinc to aldehydes using 2-azanorbornylmethanols and 2-azanorbornylmethanethiol as a catalyst Tetrahedron-asymmetry. ,vol. 8, pp. 1391- 1401 ,(1997) , 10.1016/S0957-4166(97)00118-3