The total synthesis of vitamin B12

  title={The total synthesis of vitamin B12},
  author={R. Woodward},
  journal={Pure and Applied Chemistry},
  pages={145 - 178}
  • R. Woodward
  • Published 1973
  • Chemistry, Medicine
  • Pure and Applied Chemistry
The final stages in the total synthesis of vitamin B12 are reported. It was particularly appropriate, I think, and most pleasant for us this morning to see the splendid film provided by our Russian friends, in which the very successful Symposium at Riga was enshrined for posterity. Appropriate in the sense, from my own point of view, that I did report there at Riga, on the progress we had made up until that time, namely, the summer of 1970, in the joint programme, which had as one of its… Expand
Transcobalamin II-mediated uptake of vitamin B12 by rat liver cells
textabstractVitamin B12 plays a unique role in mammalian metabolism not only because, as a coenzyme, it is involved in two completely different and unrelated biochemical pathways, - the synthesis ofExpand
Discovery of vitamin B12 in the liver and its absorption factor in the stomach: A historical review
  • K. Okuda
  • Medicine
  • Journal of gastroenterology and hepatology
  • 1999
This review describes the early chronological events in the pursuit of a treatment for pernicious anaemia, and the subsequent discovery of vitamin B12 and the intrinsic factor. It details Castle’sExpand
Chapter 45 Vitamin B12
Summary Pernicious anemia is caused by a lack of one or both of two components, one in the diet, originally called “extrinsic factor” (vitamin B12), and one in the body, “intrinsic factor” (a proteinExpand
Vitamin B12 and the B12 coenzymes.
  • J. Glusker
  • Chemistry, Medicine
  • Vitamins and hormones
  • 1995
Scientific investigations of the biochemistry of the structure and the mode of action of vitamin B12 have cleared up many of the puzzles regarding its medical relevance to pernicious anemia. Expand
Inspirations, discoveries, and future perspectives in total synthesis.
  • K. Nicolaou
  • Chemistry, Medicine
  • The Journal of organic chemistry
  • 2009
The last one hundred years have witnessed a dramatic increase in the power and reach of total synthesis, including the total synthesis of molecules of unimaginable beauty and diversity such as the four discussed in this article: endiandric acids, calicheamicin gamma(1)(I) (1992), Taxol, and brevetoxin B (1995). Expand
Total synthesis of vitamin B12 — a fellowship of the ring
In the synthesis of cobyric acid following an arduous 60-step synthesis of the tetrapyrrole corrigenolide, Woodward demonstrated that ring cyclization yielded unexpectedly the corrin cyclic etherExpand
Vitamin B 12 as a Regulator of Bone Health
The history of B 12 is revisited, with the identification of a novel gut–liver-bone axis that has the potential to be pharmacologically targeted for treating low bone mass diseases in humans. Expand
The endeavor of total synthesis and its impact on chemistry, biology and medicine
The emergence and evolution of total synthesis to its present state is traced, selected total syntheses from the author’s laboratories are highlighted, and projections for the future of the field are discussed. Expand
The quest for quinine: those who won the battles and those who won the war.
The recently disclosed syntheses of quinine testify in a remarkable manner the huge progress made by organic synthesis during the last three decades since the first series of partially controlled syntheses by the group of Uskokovic. Expand
Corrin Syntheses. Part V
Since our work on corrin synthesis was intended to be a model study for the construction of the ligand system of vitamin B12 (cf. Part I of this series), the choice of an A/D component that wouldExpand


α‐Chlor‐nitrone IV: Zur Stereochemie der λ‐Lacton‐Synthese und eine Methode zum Aufbau von α‐Methyliden‐λ‐lactonen aus Olefinen. Über synthetische Methoden, 8. (vorläufige) Mitteilung
The Ag+-induced reaction between N-cyclohexyl-α-chloro-propionaldonitrone and the two diastereomeric 2-butenes in liquid SO2 is a stereospecific cis-addition. The use ofExpand
Pure Appl. Chem
  • Pure Appl. Chem
  • 1969
Eschenmoser's Amide Solution Eschenmoser
  • Angew. Chem. Int. Ed. Science Woodward, R.B. Pure Appl. Chem. –R. B. Woodward Conclusions For additional analysis and references J. Vitamin B Classics in Total Synthesis For additional references on the chemistry of corrins: Eschenmoser, A. Pure Appl. Chem. Angew. Chem. Int. Ed
  • 1963