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Topics in Current Chemistry (2018) 376:46
The use of supported peptidic catalyst has been reported independently by
Fulop [54] and Wennemers in 2013 [55]. These authors tested supported catalysts
36 and 37, bearing a “bis-proline” unit at the end of the peptidic chain, in enamine catalysis using an aliphatic aldehyde and a nitroalkene as Michael acceptor. In
both cases, the developed catalysts were found to be very efficient, leading to fast
reactions and high TON, and performing even better than in batch mode. A flow
system consisting of a packed-bed reactor fed with a solution of reactants could
be run for a long time, assuring high yields and high enantioselectivity in the synthesis of adducts 38 (Scheme 18). Wennemers reported the production of more
than 450 mmol of γ-nitroaldehyde using supported catalyst 37.
Scheme 18 Fulop’s and Wannemmers’ supported peptides for continuous flow production of
γ-nitroaldehydes
45
Reprinted from the journal
Topics in Current Chemistry (2018) 376:46
The use of supported peptidic catalyst has been reported independently by
Fulop [54] and Wennemers in 2013 [55]. These authors tested supported catalysts
36 and 37, bearing a “bis-proline” unit at the end of the peptidic chain, in enamine catalysis using an aliphatic aldehyde and a nitroalkene as Michael acceptor. In
both cases, the developed catalysts were found to be very efficient, leading to fast
reactions and high TON, and performing even better than in batch mode. A flow
system consisting of a packed-bed reactor fed with a solution of reactants could
be run for a long time, assuring high yields and high enantioselectivity in the synthesis of adducts 38 (Scheme 18). Wennemers reported the production of more
than 450 mmol of γ-nitroaldehyde using supported catalyst 37.
Scheme 18 Fulop’s and Wannemmers’ supported peptides for continuous flow production of
γ-nitroaldehydes
45
Reprinted from the journal