SELECTIVE CARBON-CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .41. PALLADIUM-CATALYZED REACTION OF ORGANOALANES AND ORGANOZINCS WITH ALPHA-BETA-UNSATURATED ACETALS AND ORTHO-ESTERS AS CONJUGATE ADDITION EQUIVALENTS
SELECTIVE CARBON-CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .41. PALLADIUM-CATALYZED REACTION OF ORGANOALANES AND ORGANOZINCS WITH ALPHA-BETA-UNSATURATED ACETALS AND ORTHO-ESTERS AS CONJUGATE ADDITION EQUIVALENTS
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DOI：
10.1021/jo00218a033
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发表时间：
1985-01-01
影响因子：
3.6
通讯作者：
NEGISHI, E
中科院分区：
文献类型：
--
作者：
CHATTERJEE, S;NEGISHI, E
我们最近开发了一种钯催化的有机铝烷和有机锌的烯丙基化反应，该反应保留了烯丙基的区域和立体化学。3特别令人感兴趣的是，各种各样的烯丙基亲电试剂，如那些含有卤素，OAc，OAlR 2，OPO（OR）2，甚至OSiR 3，参与反应。这一发现促使我们研究Pd催化的有机铝烷和有机锌与β-不饱和缩醛和原酸酯的反应。原则上，该反应可以涉及α-和/或7-位的烯丙基化（等式1）。因为7-攻击的产物可以是r 'a-qttock/catolyst
We have recently developed a Pd-catalyzed allylation of organoalanes and organozincs that proceeds with re-tention of regio-and stereochemistry of the allylic group. 3 Of particular interest is the fact that a wide variety of allylic electrophiles, such as those containing halogens, OAc, OAlR2, OPO (OR) 2, and even OSiR3, participate in the reaction. 3b This finding prompted us to investigate the Pd-catalyzed reaction of organoalanes and organozincs with,/3-unsaturated acetals and ortho esters. In principle, the reaction may involve allylation in the a-and/or 7-position (eq 1). Sincethe products of 7-attack can be r'a-qttock/catolyst