131703-53-2Relevant articles and documents
Catalytic asymmetric allylation using a chiral (acyloxy)borane complex as a versatile Lewis acid catalyst
Ishihara, Kazuaki,Mouri, Makoto,Gao, Qingzhi,Maruyama, Tohru,Furuta, Kyoji,Yamamoto, Hisashi
, p. 11490 - 11495 (1993)
In the presence of 20 mol % of a chiral (acyloxy)borane (CAB) complex prepared from (2R,3R)-2-O-(2,6-diisopropoxybenzoyl)tartaric acid and borane-tetrahydrofuran, various allyltrimethylsilanes react with achiral aldehydes to afford the corresponding homoa
Tartaric acid and its acyl derivatives. Part 5. Direct synthesis of monoacyltartaric acids and novel mono(benzoyl)tartaric anhydride: Unusual findings in tartaric acid acylation
Bernas, Urszula,Hajmowicz, Halina,Madura, Izabela D.,Majcher, Monika,Synoradzki, Ludwik,Zawada, Krzysztof
experimental part, p. 1 - 12 (2010/12/24)
Practical acylation of unprotected tartaric acid 1 by acyl chlorides to the corresponding monoacyltartaric acids 2 has been shown. Several unusual cases in the acylation of 1 are observed; it has been found that two routes of acylation are possible. In the benzoylation of 1, in addition to the expected products, the formation of a previously undescribed monobenzoyltartaric anhydride 7a is reported. An unusual DME cleavage during the course of acylation was also observed. ARKAT USA, Inc.
Asymmetric Hetero Diels-Alder Reaction Catalyzed by Stable and Easily Prepared CAB Catalyst
Gao, Quingzhi,Ishihara, Kazuaki,Maruyama, Tohru,Mouri, Makoto,Yamamoto, Hisashi
, p. 979 - 988 (2007/10/02)
A stable chiral (acyloxy)borane (CAB) complex is prepared in situ by mixing a tartaric acid derivative and arylboronic acids at room temperature.A solution of the catalyst is effective in catalyzing hetero Diels-Alder reactions to produce dihydropyrone derivatives of high optical purities.
Use of 1,3-dioxin-4-ones and related compounds in synthesis. XLIV. Asymmetric aldol reaction of 4-trimethylsiloxy-6-methylene-1,3-dioxines: Use of tartaric acid-derived (acyloxy)borane complex as the catalyst
Sato,Sunami,Sugita,Kaneko
, p. 839 - 845 (2007/10/02)
A novel enantioselective synthesis of 1,3-dioxin-4-ones having a 2-hydroxylated alkyl group at the 6-position has been accomplished by chiral tartaric acid-derived acylborane-mediated aldol condensation of the silyl enol ether derived from 6-methyl-derivatives of 1,3-dioxin-4-one with achiral aldehydes.
Catalytic Asymmetric Aldol-Type Reactions Using a Chiral (Acyloxy)borane Complex
Ishihara, Kazuaki,Maruyama, Tohru,Mouri, Makoto,Gao, Qingzhi,Furuta,Kyoji,Yamamoto, Hisashi
, p. 3483 - 3491 (2007/10/02)
In the presence of 20 molpercent of a chiral (acyloxy)borane (CAB) complex prepared from BH3*THF and a chiral mono-O-acylated tartaric acid, achiral silyl enol ethers or ketene silyl acetals react with achiral aldehydes to afford the corresponding aldol-t