174416-86-5Relevant academic research and scientific papers
Relative stereochemical determination and synthesis of the C1-C17 fragment of a new natural polyketide
Fleury, Etienne,Lannou, Marie-Isabelle,Bistri, Olivia,Sautel, Francois,Massiot, Georges,Pancrazi, Ange,Ardisson, Janick
supporting information; experimental part, p. 7034 - 7045 (2009/12/27)
(Chemical Equation Presented) The challenging determination of the relative stereochemistry of a complex natural polyketide portion was achieved. After careful NMR analysis, a concise synthesis of a set of possible relative diastereomers (only 6 diastereo
Toward the development of a general chiral auxiliary. A total synthesis of (+)-tetronolide via a tandem ketene-trapping [4 + 2] cycloaddition strategy
Boeckman Jr., Robert K.,Shao, Pengcheng,Wrobleski, Stephen T.,Boehmler, Debra J.,Heintzelman, Geoffrey R.,Barbosa, Antonio J.
, p. 10572 - 10588 (2007/10/03)
A highly convergent, enantioselective total synthesis of the aglycone of the tetrocarcins, (+)-tetronolide, is described. The synthesis highlights the use of several new methods, including camphor auxiliary-directed asymmetric alkylation and the enantiose
Highly selective DNA alkylation at the 5' side G of a 5'GG3' sequence by an aglycon model of pluramycin antibiotics through preferential intercalation into the GG step
Nakatani, Kazuhiko,Okamoto, Akimitsu,Matsuno, Takahiro,Saito, Isao
, p. 11219 - 11225 (2007/10/03)
Altromycin B and kapurimycin A3 are new members of the pluramycin family antibiotics that alkylate N7 of guanine (G) in duplex DNA at an epoxide subunit attached to the C2 position of the pyranone ring. While 5'AG3' selective alkylation by altr
Enantioselective synthesis of chromans for the preparation of enantiopure vitamin E and analogues
Tietze, Lutz F.,G?rlitzer, Jochen
, p. 877 - 885 (2007/10/03)
Coupling of the differently protected (hydroxymethyl)enynes 11 a-e and 12a-c with the iodoarene 7 in the presence of catalytic amounts of Pd(PPh3)4 afforded the arylenynes 5a-e and 6a-c which were transformed into the monoprotected chiral trihydroxy compounds 13 a-d and 14a,b by Sharpless bishydroxylation with >95% ee for 13 a-d, 91% ee for 14b, and 64% ee for 14a. A 5-step transformation of 13a led to the desired chroman derivative 3a which was cleaved to give the aldehyde 2 a known precursor for the enantioselective synthesis of vitamin E.
