Nitroalkenes in the synthesis of carbocyclic compounds

α‐Hydroxy Ketones as Masked Ester Donors in Brønsted Base Catalyzed Conjugate Additions to Nitroalkenes

“…Then, ketol scission, as above,w ould provide the correspondinga cid 27 or aldehyde 28 in high yields. With aldehyde 28 in hand, as uitable Michael/aldol domino process, [25,26] involving acrolein as ar eaction partner,a llowed the fully enantiocontrolled construction of densely substituted cyclohexanecarbaldehydes 29 and 30 in 70 %c ombined yield and a9 0:10 ratio. [27] This ratio was temperature-dependenta nd, if the reactionm ixture was warmed to room temperature and stirred for 2h,t he ratio of isomers 29 and 30 obtained was 65:35.…”

“…Major isomer 33 was separated as aw hite solid by quick flash column chromatography on silica gel (eluent hexane/ethyl acetate 20:1). Yield 5, 136.3, 133.8, 129.3, 129.0, 128.8, 128.5, 128.4, 128.3, 127.9, 127.2, 126.2, 91.6, 83.5, 71.1, 45.4, 42.4, 42.1, 35.4, 27.6 ppm;U PLC-DAD-QTOF: m/z calcd for C 26…”

One-pot and metal-free synthesis of 3-arylated-4-nitrophenols via polyfunctionalized cyclohexanones from β-nitrostyrenes

“…On the other hand, nitroalkenes possess an electron-deficient double bond, and hence, they serve as an excellent Michael acceptor and dienophile [12][13][14][15][16][17][18][19]. When β-nitrostyrene (1, Ar = Ph) is subjected to the Diels-Alder reaction, a C2 unit possessing a nitro group and an aryl group at the vicinal position is incorporated into the products.…”

Recent Progress in Nitro-Promoted Direct Functionalization of Pyridones and Quinolones

“…However, the nitro group, which is often described as a "synthetic chameleon [23]," serves as a precursor for versatile functionalities, such as formyl, acyl, cyano, and amino groups (Scheme 1) [24][25][26][27][28]. Moreover, the nitro group has been proved to activate many different scaffolds because of its strong electron-withdrawing ability, facilitating the reaction with nucleophilic reagents [29,30]. The nitro group is also a good leaving group, which is often involved in addition-elimination reactions [31,32].…”