Premium
A Convenient Synthesis of 1,2‐Disubstituted‐ cis ‐3,4‐Dihydroxypyrrolidines via an Ugi‐Four‐Component‐Reaction/Cycloisomerization/Dihydroxylation Protocol
Author(s) -
FloresConstante Gemma,
SánchezChávez Anahí C.,
PolindaraGarcía Luis A.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800756
Subject(s) - cycloisomerization , chemistry , dihydroxylation , adduct , ugi reaction , component (thermodynamics) , stereochemistry , combinatorial chemistry , organic chemistry , isocyanide , enantioselective synthesis , catalysis , physics , thermodynamics
Dihydroxypyrrolidines constitute an important group of biologically active molecules that are found in nature. In this paper, we report the development of a selective method for the synthesis of 1,2‐disubstituted‐ cis ‐3,4‐dihydroxypyrrolidines from Ugi four‐component‐reaction/propargylamine adducts through a 5‐ endo ‐ dig cycloisomerization and subsequent cis ‐dihydroxylation process.