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Phosphinic Acid/ NaI Mediated Reductive Cyclization Approach for Accessing the L ‐1‐Deoxynojirimycin Using a Two‐Component Three‐Centered ( 2C3C ) Ugi Type Reaction
Author(s) -
Azad Chandra S,
Shukla Pratibha,
Olson Mark A,
Narula Anudeep K
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000634
Subject(s) - chemistry , component (thermodynamics) , combinatorial chemistry , stereochemistry , thermodynamics , physics
Main observation and conclusion A catalytic two‐component three‐centered (2C3C) Ugi‐type reaction was developed for the synthesis of L ‐1‐deoxynojirimycin (DNJ) isomers using a chiron approach. This new and quite mild catalytic system, comprised of phenylphosphinic acid/NaI, was used to synthesize both the L ‐ allo ‐DNJ and L ‐ altro ‐DNJ in high yield.