846543-35-9Relevant academic research and scientific papers
PROCESSES OF MAKING SESQUITERPENOID TASHIRONIN, ITS ANALOGS AND THEIR USES
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Example 1, (2008/06/13)
The compound having the structure of the formula (genus of compound 1 excluding Tashironin or Debenzoyltashironin) wherein, R1 is H or Bz when no more than three of R8, R9, R10 and R11 are H, or R1 is Bn, (C1-C4) alkyl, or CF3; R2 is H, (C1-C4) aldyl, halide, OC(O) (C1-C4) alkyl, OC(O) Ph, or OCF3; R3 is p-toluene sulfonyloxy, methane sulfonyloxy, C(O) (C1-C4)alkyl, or OC(O) (C1-C4)alkyl, bond α is a single bond, and bond β is a double bond or R3 is O, bond α is a double bond and bond β is a single bond; R4 is H, I, Br, Cl, Si(CH3)3, (C1-C4)alkyl, or OCF3; R5 is OH, OSi (CH3)3, O(C1-C4)alkyl, or OCF3, and bond γ is a single bond, or R5 is O and bond γ is a double bond; R6 is H, (C1-C4) alkyl, or CF3.
En route to the total synthesis of tashironin: On the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions
Cook, Silas P.,Christoph, Gaul,Danishefsky, Samuel J.
, p. 843 - 847 (2007/10/03)
The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra).
