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首页> 外文期刊>Bulletin of the Chemical Society of Japan >Asymmetric Addition of Allylic Stannanes to Aldehydes Catalyzed by BINAP·Ag(I) Complex
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Asymmetric Addition of Allylic Stannanes to Aldehydes Catalyzed by BINAP·Ag(I) Complex

机译：BINAP·Ag（I）配合物催化丙烯醛向醛的不对称加成反应

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摘要

Catalytic asymmetric allylation of aldehydes with allylic trialkylstannanes was achieved with BINAP·AgOTf complex as catalyst. The chiral silver(I) catalyst was readily prepared by stirring an equimolar mixture of BINAP and silver(I) triflate in THF at room temperature. The allylation of a variety of aromatic and #alpha#,#beta#-unsaturated aldehydes resulted in high yields and remarkable enantioselectivities. Addition of #gamma#-substituted allylstannanes such as 2-butenyltributyl-stannane and trialkyl-2,4-pentadienylstannanes exclusively gave #gamma#-adducts. High anti-selectivity was also obtained in the reaction with 2-butenyltributylstannane, irrespective of the configuration at the double bond.
机译：以BINAP·AgOTf配合物为催化剂，实现了醛与烯丙基三烷基锡烷的催化不对称烯丙基化反应。通过在室温下搅拌BINAP和三氟甲磺酸银（I）的等摩尔混合物在THF中容易地制备手性银（I）催化剂。各种芳族和#alpha＃，＃beta＃-不饱和醛的烯丙基化导致高收率和显着的对映选择性。 ＃γ＃-取代的烯丙基锡烷，例如2-丁烯基三丁基锡烷和三烷基-2,4-戊二烯基锡烷的添加仅产生＃γ＃加合物。与2-丁烯基三丁基锡烷反应中也获得了高抗选择性，而与双键的构型无关。

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