435344-70-0Relevant academic research and scientific papers
Kinetic Resolution of Allylic Alcohol with Chiral BINOL-Based Alkoxides: A Combination of Experimental and Theoretical Studies
Liu, Yidong,Liu, Song,Li, Dongmei,Zhang, Nan,Peng, Lei,Ao, Jun,Song, Choong Eui,Lan, Yu,Yan, Hailong
, p. 1150 - 1159 (2019/01/11)
The development and characterization of enantioselective catalytic kinetic resolution of allylic alcohols through asymmetric isomerization with chiral BINOL derivatives-based alkoxides as bifunctional Br?nsted base catalysts were described in the study. A number of chiral BINOL derivatives-based alkoxides were synthesized, and their structure-enantioselectivity correlation study in asymmetric isomerization identified a promising chiral Br?nsted base catalyst, which afforded various chiral secondary allylic alcohols (ee up to 99%, S factor up to >200). In the mechanistic study, alkoxide species were identified as active species and the phenol group of BINOL largely affected the high reactivity and enantioselectivity via hydrogen bonding between the chiral Br?nsted base catalyst and substrates. The strategy is the first successful synthesis strategy of various chiral secondary allylic alcohols through enantioselective transition-metal-free base-catalyzed isomerization. The applicability of the strategy had been demonstrated by the synthesis of the bioactive natural product (+)-veraguensin.
One-pot synthesis of α-siloxy esters using a silylated masked acyl cyanide
Nemoto, Hisao,Ma, Rujian,Kawamura, Tomoyuki,Yatsuzuka, Kenji,Kamiya, Masaki,Shibuya, Masayuki
experimental part, p. 3819 - 3827 (2009/06/18)
Synthesis of α-siloxy esters via a one-pot reaction from various aldehydes and alcohols using a masked acyl cyanide (MAC) reagent bearing tert-butyldimethylsilyl group is described. Georg Thieme Verlag Stuttgart.
Process for producing α-hydroxy-carbonyl compound
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, (2008/06/13)
The invention provides a process for producing an α-hydroxy-carbonyl compound or an α-protected hydroxy-carbonyl compound by reacting a carbonyl compound (I) with a compound (II) and a compound (III). The compounds (I), (II) and (III) are defined below. R1, R2, R3and R4are an organic group. PG is a protective group for hydroxy group. Y is R4N, S or O. The product is useful in pharmacology.
