Premium
Domino Michael/Michael Reaction for the Formation of Chiral Spirocycles Using a Diphenylprolinol Silyl Ether
Author(s) -
Hayashi Yujiro,
Nagai Kaito,
Umemiya Shigenobu
Publication year - 2019
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.201801202
Subject(s) - domino , michael reaction , chemistry , stereocenter , organocatalysis , cyclopentane , nitroalkene , silylation , organic chemistry , silyl ether , enantioselective synthesis , catalysis
A domino Michael/Michael reaction of 2‐(2‐formylethyl)naphthalene‐1,4‐dione and nitroalkene was catalyzed by diphenylprolinol silyl ether to afford functionalized spiro[cyclopentane‐1,2′(1′ H )‐naphthalene] derivatives with four continuous stereocenters in good yields with excellent diastereo‐ and enantioselectivities.