Synthesis of cycloheptanoid natural products via tandem 5-exo cyclization/Claisen rearrangement process
نویسندگان
چکیده
منابع مشابه
Synthesis of cycloheptanoid natural products via tandem 5-exo cyclization/Claisen rearrangement process.
This article describes the development of microwave-assisted oxyanionic 5-exo-dig cyclization-Claisen rearrangement sequence as a convenient "one-pot" route to a variety of seven-membered carbocyclic ring systems. This process was used as the key transformation for the construction of several natural products, including frondosins A, B, and C.
متن کاملSynthesis of substituted dihydrobenzofurans via tandem S(N)Ar/5-exo-trig cyclization.
A tandem SNAr/5-exo-trig cyclization reaction is reported that converts N-alkyl- and -arylimines derived from o-fluorobenzaldehydes into 3-amino-2,3-dihydro-2,2-diarylbenzofurans in moderate to good yields. Diarylmethoxide coupling partners serve the dual role of nucleophile in the SNAr step and catalytic base in the cyclization step. With a subset of the substrates, a further base-induced elim...
متن کاملNatural Products Synthesis
Rhizopodin (1, Scheme 1) is an architecturally unique polyketide macrolide that was originally isolated from the myxobacterium Myxococcus stipitatus by the groups of Hçfle and Reichenbach. It shows potent antifungal and antiproliferative cytotoxicity against a range of tumor cell lines with IC50 values in the low nanomolar range. [1] On a molecular level, 1 disrupts the cytoskeleton of actin by...
متن کامل[3,3]-Sigmatropic rearrangement/5-exo-dig cyclization reactions of benzyl alkynyl ethers: synthesis of substituted 2-indanones and indenes.
Substituted benzyl alkynyl ethers, prepared from the corresponding α-alkoxy ketones in a two-step sequence involving enol triflate formation and KOtBu-induced E2 elimination, undergo [3,3]-sigmatropic rearrangement/intramolecular 5-exo-dig cyclization at 60 °C to form substituted 2-indanones in good overall yields. 1,3-cis-Disubstituted-2-indanones are formed preferentially when the benzylic su...
متن کاملTandem duplication via light-strand synthesis may provide a precursor for mitochondrial genomic rearrangement.
A tandem duplication of the mitochondrial tRNA(Thr) and tRNA(Pro) genes in the amphisbaenian reptile Bipes biporus is the first case reported of a tandem duplication restricted to a single pair of tRNA genes in a vertebrate mitochondrial genome. Such duplications have been predicted, however, as intermediate steps in the evolution of observed mitochondrial genomic rearrangements through errors ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Arkivoc
سال: 2010
ISSN: 1551-7012
DOI: 10.3998/ark.5550190.0012.505