138812-34-7Relevant articles and documents
First enantiospecific synthesis of (-)-9-pupukeanone
Srikrishna,Ravi Kumar
, p. 1109 - 1111 (2002)
The first enantiospecific total synthesis of (-)-9-pupukeanone, starting from (R)-carvone employing a combination of Michael-Michael reaction and an intramolecular rhodium carbenoid C-H insertion reaction as key steps, is described.
Bicycloannulation of Cyclohexenones with Vinyl and Isopropenyl Sulphones
Cory, Robert M.,Renneboog, Richard M.
, p. 1081 - 1082 (1980)
Tricyclo2,7>octan-6-ones are formed in one step from αβ-cyclohexenones by treatment of their α'-enolates with vinyl and isopropenyl phenyl sulphones in the presence of hexamethylphosphoric triamide.
A rapid construction of the ABC tricyclic skeleton of malabanone A
Li, Tao,Wu, Guangmiao,Feng, Shangbiao,Wang, Zemin,Xie, Xingang,She, Xuegong
, p. 8491 - 8494 (2018)
The construction of the ABC tricyclic skeleton of malabanone A with the required 4 stereocenters was accomplished in a concise route starting from R-carvone. The synthesis featured an intramolecular [3 + 2] cycloaddition reaction to assemble its A ring and an intramolecular Diels-Alder reaction to construct its C ring.
Total Synthesis of (?)-Indoxamycins A and B
Hu, Naifeng,Dong, Changming,Zhang, Cuifang,Liang, Guangxin
, p. 6659 - 6662 (2019)
The concise total syntheses of (?)-indoxamycins A and B is reported. The chemistry features a seven-step preparation of a highly congested [5.5.6] tricyclic advanced common intermediate from a readily available R-carvone derivative. Key steps involve a Pa
Concise formal synthesis of (+)-pyripyropene A
Li, Tao,Wu, Guangmiao,Feng, Shangbiao,Hu, Xiaojun,Zhang, Weiwei,Tang, Shouchu,Xie, Xingang,She, Xuegong
, p. 3939 - 3942 (2019)
A concise enantioselective synthesis of A/B bicyclic segment of naturally occurring α-pyrone meroterpenoid pyripyropene A is achieved in 9 steps (LLS) and 7.5% yield starting from R-(?)-carvone. The significant points of the synthesis include: (1) an intr
A divergent approach to patchouli sesquiterpenes: Synthesis of 3-oxopatchouli alcohol, 5-oxo-7-hydroxy-13-norcycloseychellene, 6-methoxy-4,12-dehydro-13-norcycloseychellene and patchouli alcohol
Cory, Robert M.,Bailey, Murray D.,Tse, Daniel W. C.
, p. 6839 - 6842 (1990)
α′-Methylation of (-)-carvone followed by bicycloannulation with vinyltriphenylphosphonium bromide gives a 59% yield of a tricycio[3.2.1.02,7]octan-6-one which can be converted to precursors of (-)-patchouli alcohol, (-)-seychellene and (-)-cyc
Total synthesis of pyripyropene A
Odani, Atsuki,Ishihara, Kaoru,Ohtawa, Masaki,Tomoda, Hiroshi,Omura, Satoshi,Nagamitsu, Tohru
scheme or table, p. 8195 - 8203 (2011/10/31)
The total synthesis of pyripyropene A, a potent ACAT2 inhibitor with high isozyme selectivity, was completed. Key features of the synthetic strategy include Ti(III)-mediated radical cyclization and Peterson olefination for the construction of the AB ring
Enantiospecific synthesis of ABC-ring system of A-nor and abeo 4(3→2) tetra and pentacyclic triterpenes
Srikrishna,Babu, R. Ramesh,Beeraiah
scheme or table, p. 852 - 861 (2010/03/24)
Enantiospecific synthesis of ABC-ring systems of A-nor and abeo 4(3→2) tetra and pentacyclic triterpenes has been accomplished starting from the readily available monoterpene (R)-carvone. (R)-Carvone was used as the B-ring of the target molecules. A lithi
Enantiospecific total synthesis of ent-5-senecioyloxy-10,11-epoxythapsan- 10-ol
Srikrishna,Anebouselvy
scheme or table, p. 776 - 788 (2011/01/04)
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
Enantiospecific total synthesis of ent-10,1 l-thapsan-10-ol
Srikrishna,Anebouselvy
scheme or table, p. 413 - 422 (2009/12/24)
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
