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A Metalated Allylurea with Sterically protected Carbonyl Grourp as Novel d 3 ‐Reagent
Author(s) -
Hassel Tillmann,
Seebach Dieter
Publication year - 1979
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.197903991
Subject(s) - synthon , reagent , electrophile , chemistry , propionaldehyde , steric effects , ether , derivative (finance) , adduct , medicinal chemistry , organic chemistry , combinatorial chemistry , aldehyde , catalysis , financial economics , economics
Exclusive reaction at the γ‐position relative to nitrogen takes place between the urea derivative (2) , M = MgBr, and electrophiles. The new reagent is readily prepared from (1) and MgBr 2 ·ether and corresponds to a “propionaldehyde‐homoenolate synthon”. 2 , M = Li, froms α‐ and γ‐substituted products.