Natural Product Structure Elucidation: 1950 → 2000

Djerassi, Carl

doi:10.1007/978-1-4899-0268-9_2

Carl Djerassi³

204 Accesses
2 Citations

Abstract

Until the early 1960s, some of the greatest organic chemists of this century honed and displayed their chemical skills by elucidating the structures of increasingly complicated natural products of the <1000 Dalton molecular range. Chemical knowledge, intuition, and laboratory skill were responsible for the solution of these problems. But as the number and power of new physical methods increased, structure elucidation has turned from chemistry into applied spectroscopy and computer-driven X-ray crystallography. What are the costs and rewards associated with these methodological changes and what intellectual and practical motivation now inspires modern natural product chemists?

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Log in via an institution

Chapter: USD 29.95; Price excludes VAT (USA)

eBook: USD 129.00; Price excludes VAT (USA)

Softcover Book: USD 169.99; Price excludes VAT (USA)

Hardcover Book: USD 169.99; Price excludes VAT (USA)

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

References

C. Djerassi, Steroids Made It Possible, American Chemical Society, Washington, DC, 1990.
Google Scholar
C. Djerassi, The Pill, Pigmy Chimps, and Degas’ Horse, Basic Books, New York, 1992.
Google Scholar
C. Djerassi, Pure & Appl. Chem., 41, 113 (1975).
Article CAS Google Scholar
Ref.1, pp. 116-128.
Google Scholar
L. Ruzicka, Experientia 9, 357 (1953).
Article CAS Google Scholar
C. Djerassi, W. Rittel, A. L. Nussbaum, F. W. Donovan, J. Herran, J. Am. Chem. Soc., 76, 6410 (1954).
Article CAS Google Scholar
C. Djerassi, W. Rittel, J. Am. Chem. Soc., 79, 3528 (1957).
Article CAS Google Scholar
C. Djerassi, S. Burstein, J. Am. Chem. Soc., 80, 2593 (1958).
Article CAS Google Scholar
C. Djerassi, J. A. Zderic, J. Am. Chem. Soc., 78, 2907, 6390 (1956).
Article CAS Google Scholar
S. Masamune, C. U. Kim, K. E. Wilson, G. O. Spessard, P. E. Georghiou, G. S. Bates, J. Am. Chem. Soc., 97, 3512 (1975).
Article CAS Google Scholar
H. Leuchs, Ber., 41, 1711 (1908).
CAS Google Scholar
H. Leuchs, M. Mengelberg, Chem. Ben. 82, 250 (1949).
CAS Google Scholar
R. Robinson, Proc. Roy. Soc. London 130A, 431 (1931).
Google Scholar
R. B. Woodward, W. J. Brehm, A. L. Nelson, J. Am. Chem. Soc., 69, 2250 (1947) — a preliminary communication recording the final structure of strychnine as determined by Robinson and by Woodward.
Article CAS Google Scholar
R. B. Woodward, Experientia, Suppl. II (14^th Int. Congr. Pure & Appl. Chem.), 213 (1955).
Google Scholar
F. Kröhnke, Chem. Ber., 85 (11) LV (1952).
Article Google Scholar
C. Djerassi, D. H. Smith, C. W. Crandell, N. A. B. Gray, J. G. Nourse, M. R. Lindley, Pure & Appl. Chem., 54, 2425 (1982).
Article CAS Google Scholar
J. G. Nourse, D. H. Smith, R. E. Carhart, C. Djerassi, J. Am. Chem. Soc., 102, 6289 (1980).
Article CAS Google Scholar
C. Djerassi, D. H. Smith, T. H. Varkony, Naturwiss., 66, 9 (1979).
Article CAS Google Scholar
A. R. Battersby, Science, 264, 1551 (1994).
Article CAS Google Scholar
E. M. Gordon, R. W. Barrett, W. J. Dower, S. P. A. Fodor, M. A. Gallop, J. Med. Chem., 37, 1385 (1994).
Article CAS Google Scholar
R. McDaniel, S. Ebert-Khosla, D. A. Hopwood, C. Khosla, Science, 262, 1546 (1993).
Article CAS Google Scholar
C. Kao, L. Katz, C. Khosla, Science, 265, 509 (1994).
Article CAS Google Scholar
K. S. Jayaraman, Nature, 370, 587 (1994).
CAS Google Scholar
C. Djerassi, Science, 258, 203 (1992).
Article CAS Google Scholar
B. W. Bower, J. C. Avise, Science, 266, 713 (1994).
Google Scholar
D. M. Putterman, Nature, 371, 553 (1994).
Article CAS Google Scholar
L. S. Gold, T. H. Slone, B. R. Stern, N. B. Manley, B. N. Ames, Science, 258, 261 (1992).
Article CAS Google Scholar
B. Witkop, Med. Res. Rev., 12(3), 195 (1992).
Article CAS Google Scholar
Y. Y. Lin, M. Risk, S. M. Ray, D. Van Engen, J. Clardy, J. Golik, J. C. James, K. Nakanishi, J. Am. Chem. Soc., 103, 6773 (1981).
Article CAS Google Scholar
M. S. Lee, D. J. Repeta, K. Nakanishi, M. G. Zagorski, J. Am. Chem. Soc., 108, 7855 (1986).
Article CAS Google Scholar
K. C. Nicolaou, E. A. Theodorakis, F. P. J. T. Rutjes, J. Tiebes, M. Sato, E. Untersteller and X.-Y. Xiao, J. Am. Chem. Soc., 117, 1171 (1995).
Article CAS Google Scholar
K. C. Nicolaou, F. P. J. T. Rutjes, E. A. Theodorakis, J. Tiebes, M. Sato, E. Untersteller, J. Am. Chem. Soc., 117, 1173 (1995).
Article CAS Google Scholar

Download references

Author information

Authors and Affiliations

Department of Chemistry, Stanford University, Stanford, California, 94305-5080, USA
Carl Djerassi

Authors

Carl Djerassi
View author publications
You can also search for this author in PubMed Google Scholar

Editor information

Editors and Affiliations

Institute for Pharmaceutical Chemistry, University of Vienna, Vienna, Austria
W. Fleischhacker
Institute for Inorganic Chemistry, University of Vienna, Vienna, Austria
T. Schönfeld

Rights and permissions

Reprints and permissions

Copyright information

About this chapter

Cite this chapter

Djerassi, C. (1997). Natural Product Structure Elucidation: 1950 → 2000. In: Fleischhacker, W., Schönfeld, T. (eds) Pioneering Ideas for the Physical and Chemical Sciences. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-0268-9_2

Download citation

DOI: https://doi.org/10.1007/978-1-4899-0268-9_2
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4899-0270-2
Online ISBN: 978-1-4899-0268-9
eBook Packages: Springer Book Archive

Publish with us

Policies and ethics