- Synthesis based on cyclohexadienes. Part 23. Total synthesis of 5-epi-pupukean-2-one
-
A new strategy for the construction of the isotwistane skeleton is reported from easily available cyclohexadienes which involves stereoselective alkylation of a bicyclooctenone derivative and a decarboxylative 5-exo-trig radical cyclisation as the key ste
- Kaliappan, Krishna,Subba Rao
-
-
Read Online
- A novel cis-selective cyclohexanone annulation as the key step of a total synthesis of the sesquiterpene lsoacanthodoral
-
Isoacanthodoral (1) Is a structurally unique sesquiterpene in that it is a bicyclo[4.4.0]dec-1-ene with a cis- rather than the common transjunction between the constituting rings. An efficient construction of this motif has been accomplished by a novel ci
- Hampel, Thomas,Brueckner, Reinhard
-
supporting information; experimental part
p. 4842 - 4845
(2010/03/03)
-
- Enantioselective enolate protonation with chiral anilines: Scope, structural requirements, and mechanistic implications
-
High enantioselectivity has been demonstrated in the protonation of N,N- diisopropyl amides (Table, 1, entries 1-4, 7, and 10-13) derived from certain β,γ unsaturated acids. Depending on double bond geometry and the degree of substitution at the γ-carbon, γ-protonation can be a competing reaction in the case of the aliphatic substrates 12, 14b, 14d, and 18. The evidence is most consistent with a mechanism that involves proton transfer from 1a to a mixed aggregate consisting of enolate 4a and the lithiated amide 5, but direct proton transfer from 1a to the enolate is not ruled out.
- Vedejs,Kruger,Lee,Sakata,Stec,Suna
-
p. 4602 - 4607
(2007/10/03)
-
- Synthesis Based on Cyclohexadienes. Part 8. Synthesis of 1-Methylbicyclooct-2-enecarboxylate Derivatives
-
The 1,4-dihydrotoluic acids, obtained by the Birch reduction of 2-methyl- and 3-methyl-benzoic acids are isomerised to 2-methylcyclohexa-1,5-diene-1-carboxylic acid 10 and 5-methylcyclohexa-1,5-diene-1-carboxylic acid 15, respectively.These cojugated dien
- Rao, G. S. R. Subba,Bhaskar, K. Vijaya
-
p. 2333 - 2338
(2007/10/02)
-
- VINYL RADICAL INDUCED MICHAEL ADDITIONS: TOTAL SYNTHESIS OF (+/-)-SEYCHELLENE
-
A new strategy for the total synthesis of (+/-)-seychellene which involves (i) a regiospecific construction of a bicyclo(2.2.2)octene moiety having a methyl group at the bridgehead and (ii) a vinyl radical induced intramolecular Michael addition is descri
- Bhaskar, Vijaya K.,Rao, Subba G. S. R.
-
p. 225 - 228
(2007/10/02)
-
- Regioselective Synthesis of 1-Methylbicyclooctene Derivatives
-
1-Methylbicyclooctene derivatives have been obtained by cycloaddition of suitable dienophiles to 1-methylcyclohexa-1,3-diene-3-carboxylic acid (8) and 1-methylcyclohexa-1,3-diene-2-carboxylic acid (9).The addition is regiospecific with 8 while poor
- Subba Rao, G. S. R.,Vijaybhaskar, K.,Srikrishna, A.
-
p. 785 - 786
(2007/10/02)
-
- A HYBRID BIRCH-CLAISEN METHODOLOGY FOR ARYLATION AT ALLYLIC TERMINI: SYNTHESIS OF (+/-)-HERBERTENE
-
A hybrid Birch-Claisen methodology has been developed for the regio- and stereo-controlled arylation of allyl groups, and applied to a synthesis of (+/-)-herbertene.
- Chandrasekaran, S.,Turner, John V.
-
p. 3799 - 3802
(2007/10/02)
-