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Catalytic Asymmetric [3+3] Cycloaddition of Azomethine Ylides with C3‐Substituted 2‐Indolylmethanols
Author(s) -
Sun XiaoXue,
Li Can,
He YingYing,
Zhu ZiQi,
Mei GuangJian,
Shi Feng
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700203
Subject(s) - chemistry , cycloaddition , catalysis , azomethine ylide , enantioselective synthesis , combinatorial chemistry , organic chemistry , medicinal chemistry , 1,3 dipolar cycloaddition
The first catalytic asymmetric [3+3] cycloaddition of azomethine ylides with C3‐substituted 2‐indolylmethanols has been established, leading to diastereo‐ and enantioselective construction of a tetrahydropyrimido[1,6‐a]indole framework (up to 91% yield, >95:5 dr, 98:2 er). This reaction also represents a new type of catalytic enantioselective [3+3] cycloaddition using azomethine ylides.