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Organocatalytic Asymmetric Cascade Reaction of γ‐Substituted Deconjugated Butenolides with o ‐Formyl‐β‐nitrostyrene
Author(s) -
Deepake Siddharth K.,
Lanjewar Atul B.,
Thatikonda Thanusha,
Gonnade Rajesh G.,
Das Utpal
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801467
Subject(s) - stereocenter , chemistry , cascade , catalysis , cascade reaction , organocatalysis , combinatorial chemistry , reaction conditions , stereochemistry , hydrogen bond , medicinal chemistry , enantioselective synthesis , organic chemistry , molecule , chromatography
An efficient chemo‐, diastereo‐ and enantio‐selective cascade synthesis of functionalized indanols bearing four contiguous stereogenic centres has been developed via the reaction of β,γ ‐butenolides with o ‐formyl‐ β ‐nitrostyrenes in the presence of bi‐functional hydrogen‐bonding catalyst. Indanol derivatives containing γ,γ ‐disubstituted butenolides were obtained in good yields and with moderate to high enantioselectivities/diastereoselectivities.