THE TOTAL SYNTHESIS OF RESERPINE - Journal of the …
Total synthesis of Reserpine: - UW-Madison Chemistry
The two major challenges posed by the vitamin B12 structure were the novelty of the ligand chromophore and the stereochemical complexity of the ligand’s periphery. Woodward’s main focus was the latter. This led him to create a great synthesis of the so-called “Harvard component” —the part of the B12 molecule that is the most complex and contains rings A and D. This synthesis, both in design and execution, appears today as the apotheosis of all that constituted the Woodwardian art and science in natural products total synthesis. Forever in the history of chemistry it will also remain connected with that creative insight of Woodward that eventually grew into the message of the Woodward-Hoffmann rules, changing the way organic chemists think about the reactivity of organic molecules.
Synthetic scheme for total synthesis of Reserpine ..
As Woodward began to tackle the synthesis of more and more complicated biologically important natural products, he ultimately chose to attack vitamin B12. At Harvard this work started in 1961 and gradually evolved into a unique collaboration between Woodward’s group and the group of Eschenmoser at ETH. This work culminated in the announcement by Woodward of the total synthesis of cobyric acid (1973).