Piperidine derivatives; C-alkylation of l-benzoyl-3-carbethoxy-4-piperidone; synthesis of ethyl 3-ethyl-4-piperidylacetate (d1-ethyl cincholoiponate).

  title={Piperidine derivatives; C-alkylation of l-benzoyl-3-carbethoxy-4-piperidone; synthesis of ethyl 3-ethyl-4-piperidylacetate (d1-ethyl cincholoiponate).},
  author={Gilbert Stork and Samuel M. McElvain},
  journal={Journal of the American Chemical Society},
  • G. Stork, S. McElvain
  • Published 1 June 1946
  • Chemistry, Medicine
  • Journal of the American Chemical Society
had resolidified. Benzoic acid appeared as a sublimate on the cooler portions of the test-tube and a faint odor of benzoyl chloride was noticeable. After cooling, chloroform was added to the remaining solid to dissolve any benzoic acid and unchanged IX; the white solid remaining undissolved by this solvent was guvacine hydrochloride and it was substantially pure as obtained, m. p. 304405' d. with previous darkening (previously reported melting points: 309-314' d.: 312',11 316' d.la)). The… Expand
14 Citations
Synthesis of dl-Meroquinene
Abstract Meroquinene (1), a key degradation product of quinine and an important intermediate in the preparation of the cinchona and other alkaloids,1 has only recently been synthesized 2 even thoughExpand
Some contributions to regio and stereo control: From cincholoipon and cantharidin to the present
  • G. Stork
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  • Medicinal research reviews
  • 1999
A condensed review of some of the major original contributions of the author's research group to organic synthesis during more than half a century. The emphasis is on methodology, especially as itExpand
Concise synthesis of trans- and cis-3,4-disubstituted piperidines based on regio- and stereoselective allylation of cyclopentenyl esters
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Asymmetric Synthesis of Quinine: A Landmark in Organic Synthesis
Ever since its isolation in 1820, Quinine has played a crucial role in the development of organic chemistry, the chemical industry and modern medicine. A total synthesis of quinine, widely regardedExpand
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
The Woodward-Doering/Rabe-Kindler total synthesis of quinine: setting the record straight.
A detailed examination of the synthesis of cinchona alkaloids is presented, and previously unpublished material combined with unpublished material and numerous interviews give insight into the lives of the personalities in this nearly 100-year saga. Expand
Die Synthese von 4-Brom- und 4-Hydroxy-chinuclidin. Untersuchungen in der Chinuclidin-Reihe, 6. Mitteilung
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Gilbert Stork: in his own words and in the musings of his friends.
s 1945, 39, 2991(5). Figure 7. Carl Djerassi, learning how to drive a tractor in Tarkio, Missouri, 1941. Photo courtesy C. Djerassi. . Angewandte And Finally 3014 www.angewandte.org 2012 Wiley-VCHExpand