Liu, Jian; Vasamsetty, Laxmaiah; Anwar, Muhammad; Yang, Shuang; Xu, Weici; Liu, Jinggong; Nagaraju, Sakkani; Fang, Xinqiang published the artcile< Organocatalyzed Kinetic Resolution of α-Functionalized Ketones: The Malonate Unit Leads the Way>, SDS of cas: 3893-18-3, the main research area is ketone kinetic resolution organocatalyst.
Developing a catalytic kinetic resolution (KR) protocol affording enantioenriched α-functionalized ketones (R/S)-RC(O)C(R1)(X)(CH2)nCH(C(O)OMe)2, (I) (R = Ph, ethoxy, benzyloxy, 2-furyl, etc.; R1 = Me, benzylthio, cyclohexylthio, etc.; n = 0, 1; X = H, D, F) with broad substrate scope and high efficiency has been a longstanding challenge. A successful protocol toward addressing this issue via an organocatalyzed cascade annulation was reported. The protocol could afford 11 classes of enantioenriched α-functionalized ketones (I) using a single catalytic system and avoid the frequent alterations of reaction conditions used in conventional methods. Up to 684 of the selectivity factor (s) is observed, and in most case, the s values are higher than 100. An aminolactam additive 1-(3-aminopropyl)azepan-2-one proves essential in promoting the resolution efficiency. Moreover, many previously unavailable enantiopure α-functionalized ketones are now accessible, and the annulation products are also useful building blocks and can be further transferred to densely substituted ketones without erosion of the optical purity. Mechanistically, in sharp contrast to the currently used direct one-step resolution patterns, a two-key-step resolution mode, in which the enantiomer discrimination happens at the second aldol step and the enantioenriched ketones are recovered by the reversible initial Michael reaction, is proposed, which provides opportunities addressing the challenging tasks that could not be solved by conventional resolution techniques.
ACS Catalysis published new progress about Aldol addition, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, SDS of cas: 3893-18-3.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary