The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst

The asymmetric catalytic aldol reaction of allenolates with aldehydes using N-fluoroacyl oxazaborolidine as the catalyst
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DOI:
10.1021/ol000377
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发表时间:
2001-03-22
期刊:
影响因子:
5.2
通讯作者:
Kim, SH
Kim, SH
中科院分区:
化学1区
文献类型:
--
作者:
Li, GG;Wei, HX;Kim, SH

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[图解]以N-C3 F7 CO恶唑硼烷为催化剂,实现了烯二酸硅酯与醛的不对称催化羟醛缩合反应。发现催化剂的氟酰基对于控制对映选择性是至关重要的。该反应提供了第一个对映选择性的β-卤代Baylis-Hillman型加合物的方法。
[GRAPHICS]The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C3F7CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to beta -halo Baylis-Hillman-type adducts.