- Synthesis of (-)-Picrotoxinin by Late-Stage Strong Bond Activation
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We report a concise, stereocontrolled synthesis of the neurotoxic sesquiterpenoid (-)-picrotoxinin (1, PXN). The brevity of the route is due to regio-and stereoselective formation of the [4.3.0] bicyclic core by incorporation of a symmetrizing geminal dim
- Burdge, Hannah E.,Crossley, Steven W. M.,Lambrecht, Michael J.,Shenvi, Ryan A.,Tong, Guanghu
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supporting information
(2020/07/08)
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- Efficient synthesis of (1R,4S,6R)-4-Isopropenyl-1,3,3-trimethyl-7- oxabicyclo[4.1.0]heptan-2-one
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A simple and convenient one-pot synthesis of (1R,4S,6R)-4-isopropenyl-1,3, 3-trimethyl-7-oxabicyclo[4.1.0]heptan-2-one was developed consisting in a thermodynamic methylation of carvone (NaH, MeI, THF, 20°C) followed by the epoxidation with alkalinized hy
- Selezneva,Gimalova,Valeev,Miftakhov
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experimental part
p. 173 - 179
(2011/05/02)
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- Enantiospecific total synthesis of ent-5-senecioyloxy-10,11-epoxythapsan- 10-ol
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Enantiospecific total synthesis of optical antipode of the sesquiterpene 5-senecioyloxy-10,11-epoxythapsan-10-ol has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkyation and Criegee fr
- Srikrishna,Anebouselvy
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scheme or table
p. 776 - 788
(2011/01/04)
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- Enantiospecific total synthesis of ent-10,1 l-thapsan-10-ol
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First enantiospecific total synthesis of optical antipode of the sesquiterpene 10,1 l-epoxythapsan-10-ol has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkylation and Criegee fragmenta
- Srikrishna,Anebouselvy
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scheme or table
p. 413 - 422
(2009/12/24)
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- Enantiospecific synthesis of B-seco-C-aromatic taxanes
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A simple and efficient methodology for the enantiospecific synthesis of B-seco-C-aromatic taxanes starting from monoterpene (R)-carvone is described. Coupling of 6,6-dimethylcarvone 5 with appropriate arylethyl bromides followed by oxidation generates the enones 7, 15, 25, which are transformed into the 20-nor-B-seco-C-aromatic taxane derivatives 11, 17 and B-seco-C-aromatic taxane derivative 29 via degradation of the isopropenyl group.
- Srikrishna,Reddy,Kumar,Gharpure
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p. 905 - 914
(2007/10/03)
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- Synthesis of taxanes - The carvone approach; a simple, efficient stereo- and enantio-selective synthesis of the functionalised A ring
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A highly stereo- and enantio-selective methodology for the construction of the chiral functionalised A-ring of taxanes, starting from (R)-carvone employing a short, simple and efficient sequence is described.
- Srikrishna,Jagadeeswar Reddy,Praveen Kumar
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p. 1369 - 1370
(2007/10/03)
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