Premium
Lewis Base–Brønsted Acid–Enzyme Catalysis in Enantioselective Multistep One‐Pot Syntheses
Author(s) -
Mantel Marvin,
Giesler Markus,
Guder Marian,
Rüthlein Elisabeth,
Hartmann Laura,
Pietruszka Jörg
Publication year - 2021
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.202103406
Subject(s) - dabco , enantiopure drug , enantioselective synthesis , lewis acids and bases , chemistry , catalysis , combinatorial chemistry , organic chemistry , brønsted–lowry acid–base theory , benzoic acid , organic synthesis , octane
Establishing one‐pot, multi‐step protocols combining different types of catalysts is one important goal for increasing efficiency in modern organic synthesis. In particular, the high potential of biocatalysts still needs to be harvested. Based on an in‐depth mechanistic investigation of a new organocatalytic protocol employing two catalysts {1,4‐diazabicyclo[2.2.2]octane (DABCO); benzoic acid (BzOH)}, a sequence was established providing starting materials for enzymatic refinement (ene reductase; alcohol dehydrogenase): A gram‐scale access to a variety of enantiopure key building blocks for natural product syntheses was enabled utilizing up to six catalytic steps within the same reaction vessel.