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- Publications
- Influence
Total synthesis of ionomycin using ring-opening strategies.
- M. Lautens, J. Colucci, S. Hiebert, N. Smith, G. Bouchain
- Chemistry, Medicine
- Organic letters
- 8 May 2002
[structure: see text] The total synthesis of the polyether antibiotic ionomycin, a calcium ionophore, is described. The synthesis demonstrates the utility of ring-opening methodologies as applied to… Expand
Transition metal-catalyzed enantioselective ring-opening reactions of oxabicyclic alkenes.
- M. Lautens, K. Fagnou, S. Hiebert
- Chemistry, Medicine
- Accounts of chemical research
- 2003
Over the past five years, several metal-catalyzed asymmetric ring-cleaving reactions have been developed that generate ring-opened products in high yield and enantiomeric excess. These reactions can… Expand
Palladium-Catalyzed Enantioselective Alkylative Ring Opening
- M. Lautens, A. J. Renaud, S. Hiebert
- Chemistry
- 8 February 2000
Scope of palladium-catalyzed alkylative ring opening.
- M. Lautens, S. Hiebert
- Chemistry, Medicine
- Journal of the American Chemical Society
- 16 January 2004
We have explored the scope of the palladium-catalyzed nucleophilic ring opening methodology. New highly selective and highly active catalysts have been found for the ring opening of… Expand
Total synthesis of (-)-sarain A.
- N. Garg, S. Hiebert, L. E. Overman
- Chemistry, Medicine
- Angewandte Chemie
- 12 September 2007
This article describes the details of our synthetic studies toward the complex marine alkaloid sarain A. Various strategies were conceived, setbacks encountered, and solutions developed, ultimately… Expand
Total synthesis of (+)-sarain A.
- Michael H Becker, Peter C. Chua, +8 authors L. E. Overman
- Chemistry, Medicine
- Journal of the American Chemical Society
- 28 April 2006
This article describes the details of our synthetic studies toward the complex marine alkaloid sarain A. Various strategies were conceived, setbacks encountered, and solutions developed, ultimately… Expand
Conformationally constrained ortho-anilino diaryl ureas: discovery of 1-(2-(1'-neopentylspiro[indoline-3,4'-piperidine]-1-yl)phenyl)-3-(4-(trifluoromethoxy)phenyl)urea, a potent, selective, and…
- Jennifer X Qiao, T. Wang, +25 authors P. Lam
- Chemistry, Medicine
- Journal of medicinal chemistry
- 12 November 2013
Preclinical antithrombotic efficacy and bleeding models have demonstrated that P2Y1 antagonists are efficacious as antiplatelet agents and may offer a safety advantage over P2Y12 antagonists in terms… Expand
Identification of 1-{2-[4-chloro-1'-(2,2-dimethylpropyl)-7-hydroxy-1,2-dihydrospiro[indole-3,4'-piperidine]-1-yl]phenyl}-3-{5-chloro-[1,3]thiazolo[5,4-b]pyridin-2-yl}urea, a potent, efficacious and…
- Y. Jeon, W. Yang, +30 authors P. Lam
- Chemistry, Medicine
- Bioorganic & medicinal chemistry letters
- 1 March 2014
Spiropiperidine indoline-substituted diaryl ureas had been identified as antagonists of the P2Y1 receptor. Enhancements in potency were realized through the introduction of a 7-hydroxyl substitution… Expand
Synthesis of all low-energy stereoisomers of the tris(pyrrolidinoindoline) alkaloid hodgkinsine and preliminary assessment of their antinociceptive activity.
- Jeremy J Kodanko, S. Hiebert, +7 authors E. Elisabetsky
- Chemistry, Medicine
- The Journal of organic chemistry
- 21 September 2007
The previously unknown stereoisomers 3, 4, ent-1, and ent-4 of the tris(pyrrolidinoindoline) alkaloids hodgkinsine (1) and hodgkinsine B (2) were prepared by stereocontrolled total synthesis. In each… Expand
Toward an enantioselective total synthesis of sarain A: construction of an advanced intermediate and rearrangement of the sarain A core under mild conditions.
- C. Douglas, S. Hiebert, L. E. Overman
- Chemistry, Medicine
- Organic letters
- 1 February 2005
A high-yielding N-sulfonyliminium ion-enoxysilane cyclization and a ring-closing metathesis are key steps in the enantioselective synthesis of late-stage intermediates en route to sarain A. Also… Expand