Asymmetric Auto-Tandem Catalysis with Chiral Organosuperbases: Intramolecular Cyclization/Enantioselective Direct Mannich-Type Addition Sequence

被引:0
|
作者
Kondoh, Azusa [1 ]
Kato, Takuro [2 ]
Chen, Hao [2 ]
Terada, Masahiro [2 ]
机构
[1] Tohoku Univ, Res & Analyt Ctr Giant Mol, Grad Sch Sci, Sendai 9808578, Japan
[2] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai 9808578, Japan
关键词
D O I
10.1021/acs.orglett.4c02532
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective addition reaction of alkynyl esters with imines was developed under asymmetric autotandem catalysis with a chiral Br & oslash;nsted base. A chiral bis(guanidino)iminophosphorane organosuperbase, which has much higher basicity than that of conventional chiral organic bases, efficiently promoted both the intramolecular cyclization for the construction of a benzofuran ring or a benzothiophene ring and the sequential enantioselective direct Mannich-type reaction of diarylmethane derivatives, affording enantio-enriched diarylalkane derivatives that are otherwise difficult to access.
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页码:6523 / 6528
页数:6
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