Diastereo- and Enantioselective 1,4-Difunctionalization of Borylenynes by Catalytic Conjunctive Cross-Coupling

被引:40
|
作者
Law, Chunyin [1 ]
Kativhu, Elton [1 ]
Wang, Johnny [1 ]
Morken, James P. [1 ]
机构
[1] Boston Coll, Dept Chem, 2609 Beacon St, Chestnut Hill, MA 02467 USA
基金
美国国家卫生研究院;
关键词
boronates; chirality; cross-coupling; homogeneous catalysis; palladium; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; INTERMOLECULAR ADDITION; ALPHA-HYDROXYALLENES; CYCLIZATION REACTION; CHIRALITY TRANSFER; ALLENES; ISOMERIZATION; EPOXIDES; HYDROSILYLATION;
D O I
10.1002/anie.202001580
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Enantioselective conjunctive cross-coupling of enyne-derived boronate complexes occurs with 1,4 addition of the electrophile and migrating group across the pi system. This reaction pathway furnishes alpha-boryl allenes as the reaction product. In the presence of a chiral catalyst, both the central and axial chirality of the product can be controlled during product formation.
引用
收藏
页码:10311 / 10315
页数:5
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