手性螺氨基硼酸酯作为一种高对映选择性且高效的催化剂，用于硼烷还原含呋喃、噻吩、色满和硫色满的酮。
Chiral spiroaminoborate ester as a highly enantioselective and efficient catalyst for the borane reduction of furyl, thiophene, chroman and thiochroman containing ketones.
作者信息
Stepanenko Viatcheslav, De Jesús Melvin, Correa Wildeliz, Bermúdez Lorianne, Vázquez Cindybeth, Guzmán Irisbel, Ortiz-Marciales Margarita
机构信息
Department of Chemistry, University of Puerto Rico-Humacao, CUH Station Humacao, Puerto Rico 00791, USA.
出版信息
Tetrahedron Asymmetry. 2009 Dec 11;20(23):2659-2665. doi: 10.1016/j.tetasy.2009.11.009.
Abstract
Prochiral heteroaryl ketones containing furan, thiophene, chroman and thiochroman moieties were successfully reduced in the presence of 1 - 10 mol % of spiroaminoborate ester 1 with different borane sources to afford non-racemic alcohols in up to 99% ee. In addition, modest enantioselectivity, around 80% ee, was achieved in the reduction of linear α,β-unsaturated heteroaryl ketones.
摘要
含有呋喃、噻吩、色满和硫色满部分的前手性杂芳基酮在1-10摩尔%的螺氨基硼酸酯1存在下，与不同的硼烷源成功还原，得到对映体过量高达99%的非外消旋醇。此外，在还原线性α,β-不饱和杂芳基酮时，实现了约80%ee的适度对映选择性。
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