Comparative study of the diastereoselective addition of allenyl zinc reagents to alpha-alkoxy (or silyloxy) aldehydes and imines. A straightforward synthesis of amino alcohols from imines

Comparative study of the diastereoselective addition of allenyl zinc reagents to alpha-alkoxy (or silyloxy) aldehydes and imines. A straightforward synthesis of amino alcohols from imines
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丙二烯基锌试剂与α-烷氧基(或甲硅烷氧基)醛和亚胺的非对映选择性加成的比较研究。

DOI:
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发表时间:
2000
影响因子:
3.6
通讯作者:
Normant
Normant
中科院分区:
化学2区
文献类型:
--
作者:
Poisson;Normant

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烯基溴化锌与α-手性亚胺的加成反应具有很高的非对映选择性。这一结果与相应的醛的加成相反,导致了较差的非对映选择性。用Felkin-Ahn和Gaudemar-Yamamoto过渡态模型解释了反/反加合物。
The addition of allenylzinc bromides to alpha-chiral imines proceeds with very high diastereoselectivity. This result is in contrast with the addition to the corresponding aldehydes, leading to poor diastereoselectivity. The anti/anti adducts are explained by Felkin-Ahn and Gaudemar-Yamamoto models of the transition state.