112022-81-8Relevant articles and documents
An enantioselective approach to cytotoxic norcalamenenes via electron-transfer-driven benzylic umpolung of an arene tricarbonyl chromium complex
Schmalz, Hans-Guenther,Kiehl, Oliver,Korell, Ursula,Lex, Johann
, p. 1851 - 1855 (2003)
An efficient enantioselective total synthesis of (R)-1-isopropenyl-6-methoxy-7-methyl-1,2,3,4-tetrahydronaphthalene, the dehydro-analog of the cytotoxic norsesquiterpene (R)-7-demethyl-2-methoxycalamenene, was achieved in seven steps starting from 6-methoxytetralone. The synthesis exploits the specific reactivity and stereochemistry of planar chiral η6-arene-Cr(CO)3 complexes. In a key step, a Cr(CO)3-complexed benzylic anion, regioselectively generated by means of electron- transfer-driven benzylic umpolung, is diastereoselectively alkylated with acetyl chloride.
Chiral MeCBS synthesis process
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Paragraph 0015; 0016, (2017/04/20)
The invention discloses a chiral MeCBS synthesis process. The process comprises the steps of adding 1.1-1.5 equivalent weight of methyl-boric acid in alkane solvent for back flow and water division, after the reaction is complete, lowering the temperature to 30-45 DEG C, after keeping static for filtration, lowering the filtered solution to below -20-0 DEG C, stirring and leaching out, after filtration and drying, acquiring the chiral MeCBS which is white solid with good fluidity. The processing method has the advantages of being simple in operation, being high in product purity, thus providing more choices in the current market with more available solvent types.
Enantioselective catalytic desymmetrization of maleimides by temporary removal of an internal mirror plane and stereoablative over-reduction: Synthesis of (R)-pyrrolam A
Marsh, Barrie J.,Adams, Harry,Barker, Mike D.,Kutama, Ibrahim U.,Jones, Simon
supporting information, p. 3780 - 3783 (2014/08/05)
A highly enantioselective (>95% ee) strategy to affect the desymmetrization of a maleimide has been performed by temporary attachment to an anthracene template followed by asymmetric reduction with an oxazaborolidine catalyst. A stereoablative over-reduction process was partially responsible for the high levels of enantioselectivity. Exemplification of the strategy by stereoselective functionalization and retro-Diels-Alder reaction provided the natural product pyrrolam A.