Premium
Asymmetric Deprotonation as an Efficient Enantioselective Preparation of Functionalized Secondary Alcohols
Author(s) -
Knochel Paul
Publication year - 1992
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.199214591
Subject(s) - enantioselective synthesis , deprotonation , stereoselectivity , electrophile , chemistry , yield (engineering) , sparteine , amine gas treating , organic chemistry , combinatorial chemistry , stereochemistry , catalysis , materials science , ion , metallurgy
A reaction with organolithium compounds and the chiral amine (—)‐sparteine deprotonates carbamates such as 1 in the α‐position forming chiral lithio compounds 2 , as shown by D. Hoppe et al. [Eq. (a)]. These react with high stereoselectivity with a variety of electrophiles to yield nonracemic, chiral compounds (see also the communication on p. 1505ff). R 1 = alkenyl, R 2 = C(O)N i Pr 2 , R 3 = n BuLi.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom