92916-02-4Relevant articles and documents
Regioselective 1,2-Diol Rearrangement by Controlling the Loading of BF3·Et2O and Its Application to the Synthesis of Related Nor-Sesquiterene- and Sesquiterene-Type Marine Natural Products
Wang, Jun-Li,Li, Hui-Jing,Wang, Hong-Shuang,Wu, Yan-Chao
supporting information, p. 3811 - 3814 (2017/07/26)
The regiocontrolled rearrangement of 1,2-diols has been achieved by controlling the loading of BF3·Et2O. Its applicability is showcased by the divergent synthesis of austrodoral, austrodoric acid, and 8-epi-11-nordriman-9-one, as well as a formal synthesis of siphonodictyal B and liphagal. A new light is shed on piancol-type rearrangements that will be useful in diversity-oriented synthesis of related natural products.
Origin of regioselectivity in the reactions of nitronate and enolate ambident anions
Sakata, Tomomi,Seki, Natsuko,Yomogida, Kozue,Yamagishi, Hiroko,Otsuki, Akino,Inoh, Chie,Yamataka, Hiroshi
, p. 10738 - 10744 (2013/02/25)
The reactions of nitronates of ring-substituted phenylnitromethanes and enolates of ring-substituted 1-phenyl-2-propanones with MeOBs gave exclusively the O-methylated and C-methylated products, respectively. DFT calculations suggested that two factors, n
Ni-catalyzed mild arylation of α-halocarbonyl compounds with arylboronic acids
Liu, Chao,He, Chuan,Shi, Wei,Chen, Mao,Lei, Aiwen
, p. 5601 - 5604 (2008/09/17)
A simple yet powerful Ni catalyst can be used to promote direct arylations of α-halocarbonyl compounds, including a range of esters, amides, and ketones, with various arylboronic acids under mild conditions. The method tolerates β-hydrogens and functional groups in the substrates and offers reactivity and selectivity profiles that are complementary to those found in the well-established Buchwald-Hartwig approach.