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Diastereoselective Iodoaldol Reaction of γ‐Alkoxy‐α,β‐Alkynyl Ketone Derivatives Promoted by Titanium Tetraiodide
Author(s) -
Hachiya Iwao,
Ito Shingo,
Kayaki Shota,
Shimizu Makoto
Publication year - 2013
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201300165
Subject(s) - chemistry , sonogashira coupling , aldol reaction , ketone , alkoxy group , palladium , titanium , organic chemistry , catalysis , medicinal chemistry , alkyl
I, aldol : The iodoaldol reaction of γ‐alkoxy‐α,β‐alkynyl ketones with aldehydes promoted by titanium tetraiodide proceeds to give the iodoaldol products in good yields with good to high diastereoselectivities. The iodinated addition products were transformed into tetrasubstituted furans by palladium‐catalyzed Sonogashira coupling and subsequent cyclization. MOM=methoxymethyl ether.