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Stereoselective Construction of Spiro(butyrolactonepyrrolidines) by Highly Efficient Copper(I)/TF‐BiphamPhos‐Catalyzed Asymmetric 1,3‐Dipolar Cycloaddition
Author(s) -
Liu TangLin,
He ZhaoLin,
Tao HaiYan,
Wang ChunJiang
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103876
Subject(s) - stereocenter , cycloaddition , catalysis , stereoselectivity , adduct , chemistry , combinatorial chemistry , copper , 1,3 dipolar cycloaddition , enantioselective synthesis , stereochemistry , organic chemistry
Pyrrole into one : The catalytic asymmetric 1,3‐dipolar cycloaddition of cyclic aldimino esters has been accomplished for the first time, enabling facile access to spiro(butyrolactonepyrrolidines) containing one spiro quaternary center and three tertiary stereogenic centers (see scheme). The catalytic system performs well with a broad range of substrates, furnishing synthetically useful adducts in high yields, with excellent diastereo‐ and enantioselectivities under mild conditions.