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Highly Enantioselective Construction of a Chiral Tertiary Carbon Center by Alkynylation of a Cyclic N ‐Acyl Ketimine: An Efficient Preparation of HIV Therapeutics
Author(s) -
Jiang Biao,
Si YuGui
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200352301
Subject(s) - alkynylation , enantioselective synthesis , ligand (biochemistry) , chemistry , yield (engineering) , derivative (finance) , combinatorial chemistry , propargyl , carbon fibers , computer science , stereochemistry , catalysis , organic chemistry , physics , algorithm , business , biochemistry , receptor , thermodynamics , finance , composite number
Second‐generation nonnucleoside reverse transcriptase inhibitors can now be efficiently prepared. Alkynylation of the ketimine (see scheme; PMB= p ‐methoxybenzyl) leads to the synthesis of tertiary amines in excellent yield and with high enantioselectivity. The ligand used in the reaction is a derivative of chloramphenicol base.