# Continuous Flow Techniques in the Total Synthesis of Jaspine B: Part II

**Authors:** Michal Gurský, Dorotea Trnovcová, Pavol Lopatka, Martin Markovič, Peter Koóš, Steven V. Ley, Tibor Gracza

PMC · DOI: 10.1021/acs.joc.5c01799 · 2025-09-25

## TL;DR

This paper describes a streamlined continuous flow synthesis of jaspine B, a complex natural product, using efficient chemical reactions in microreactors.

## Contribution

The novel contribution is the development of a multistep continuous flow system for synthesizing jaspine B with efficient hydrogenation and scalable methods.

## Key findings

- A Pd-catalyzed carbonylation strategy was successfully used in continuous flow for jaspine B synthesis.
- Efficient transfer hydrogenation was achieved using formic acid and palladium immobilized on a urea-based polymer support.
- A scalable multistep flow system integrated hydrogenation and deprotection steps for complex natural product synthesis.

## Abstract

In this work, we report on the completion of the total
synthesis
of jaspine B from Garner’s aldehyde using a Pd-catalyzed carbonylation
strategy under continuous flow conditions. The target compound was
synthesized from the key intermediate bicyclic aminolactone 5 via a sequence of Wittig olefination, DiBAl-H reduction,
and hydrogenation, all implemented in flow microreactors. A particularly
efficient transfer hydrogenation of the C  C double bond in
alkene 8 was achieved by using formic acid as the hydrogen
donor and palladium immobilized within a urea-based polymer support
(UBPS). Furthermore, a multistep flow system was developed, enabling
the direct integration of the hydrogenation of alkene 8 with the final carbamate 9 deprotection step. The methodology
was successfully scaled for the preparation of lactol 6 intermediates, demonstrating the potential of continuous flow techniques
for the streamlined synthesis of complex natural products.

## Linked entities

- **Chemicals:** formic acid (PubChem CID 284), palladium (PubChem CID 23938), Garner’s aldehyde (PubChem CID 3644090), jaspine B (PubChem CID 9814817)

## Full-text entities

- **Chemicals:** polymer (MESH:D011108), Garner's aldehyde (-), urea (MESH:D014508), jaspine B (MESH:C468594), hydrogen (MESH:D006859), C (MESH:D002244), carbamate (MESH:D002219), formic acid (MESH:C030544), DiBAl-H (MESH:C035719), Pd (MESH:D010165)

## Figures

11 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12519474/full.md

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Source: https://tomesphere.com/paper/PMC12519474