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Complex Bioactive Alkaloid‐Type Polycycles through Efficient Catalytic Asymmetric Multicomponent Aza‐Diels–Alder Reaction of Indoles with Oxetane as Directing Group

Angewandte Chemie International EditionPublished 9 January 2013
Zhilong Chen, Beilei Wang, Zhaobin Wang, Guangyu Zhu, Jianwei Sun
Citations213
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

Starting from three achiral compounds, the title reaction provides rapid access to a variety of molecules that contain indoline, tetrahydroquinoline, and tetrahydroisoquinoline moieties (see scheme). The process features the efficient formation of multiple new bonds and chiral centers, excellent stereoselectivity, oxetane desymmetrization, and easy product purification through filtration.

Keywords

Chemistry