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Titanium‐Induced Zipper Reactions
Author(s) -
Fürstner Alois,
Ptock Arne,
Weintritt Holger,
Goddard Richard,
Krüger Carl
Publication year - 1995
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199506781
Subject(s) - zipper , intramolecular force , ketone , regioselectivity , amide , chemistry , titanium , yield (engineering) , coupling reaction , combinatorial chemistry , stereochemistry , organic chemistry , materials science , catalysis , mathematics , algorithm , metallurgy
Remarkably high chemo‐ and regioselectivity was found in the intramolecular one‐pot McMurray‐type reaction between ketone and amide carbonyl groups. A simple preparative method is used by which the active low‐valent titanium species is formed selectively at the site of the reductive coupling. For example, compound 2 is formed from 1 in 86% yield by a zipper‐like series of carbonyl couplings.