SynBio‐SynChem Approaches to Diversifying the Pacidamycins through the Exploitation of an Observed Pictet‐Spengler Reaction
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DOI: 10.1002/cbic.202000594
Abstract: A nonenzymatic Pictet‐Spengler reaction has been postulated to give rise to a subset of naturally occurring uridyl peptide antibiotics (UPAs). Here, using a combination of strain engineering and synthetic chemistry, we demonstrate that Pictet‐Spengler chemistry… read more here.
Keywords: spengler reaction; spengler; chemistry; pictet spengler ... See more keywords
Mechanism and origins of selectivity in the enantioselective oxa-Pictet–Spengler reaction: a cooperative catalytic complex from a hydrogen bond donor and chiral phosphoric acid†
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DOI: 10.1039/d0sc03250f
Abstract: Enantioselective additions to oxocarbenium ions are high-value synthetic transformations but have proven challenging to achieve. In particular, the oxa-Pictet–Spengler reaction has only recently been rendered enantioselective. We report experimental and computational studies on the mechanism… read more here.
Keywords: spengler reaction; hydrogen; hydrogen bond; pictet spengler ... See more keywords