326879-16-7

Upstream product

• 62403-86-5 2-bromopropiophenone 
• 74532-85-7 1-(2-bromophenyl)propan-1-ol 
• 6630-33-7 ortho-bromobenzaldehyde 
• 88-65-3 2-bromobenzoic-acid 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 906091-46-1 3-(2-bromophenyl)-3-ethylcyclobutan-1-one 
• 906091-59-6 2-(2-bromo-phenyl)-2-ethyl-5,8-dioxa-spiro[3.4]octane 
• 958633-19-7 (Z)-4,4,5,5-tetramethyl-2-(2-phenyl-1-buten-1-yl)-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Asymmetric Synthesis and Application of Chiral Spirosilabiindanes

Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.

Preparation method of silicon spiro compound (by machine translation)

The invention discloses a preparation method of a silicon spiro compound. The invention provides a preparation method of a silicon spiro compound as shown in a formula II, which comprises the following steps: in a solvent, a compound represented by the formula III is subjected to cyclization reaction under the presence of a monovalent rhodium catalyst and a phosphine ligand to obtain the silicon spiro compound as shown in the formula II. The preparation method of the silicon spiro compound can be simple. , The establishment of the silicon spiro compound is realized conveniently and efficiently. (by machine translation)

Borylation of Olefin C-H Bond via Aryl to Vinyl Palladium 1,4-Migration

The aryl to vinyl palladium 1,4-migration was realized for the first time. The generated alkenyl palladium species was trapped by diboron reagents under Miyaura borylation conditions, providing a new method to synthesize β,β-disubstituted vinylboronates. The excellent regioselectivity and broad substrate scope were observed for this novel transformation.

Enantioselective Bromo-oxycyclization of Silanol

Relying on the nucleophilicity of silanol for building up silicon-incorporated scaffold with an enantiopure tetrasubstituted carbon center remains elusive. In this report, asymmetric bromo-oxycyclization of olefinic silanol by using chiral anionic phase-transfer catalyst is described. This protocol provided a facile entry to a wide arrangement of enantiopure benzoxasilole in moderate to excellent enantioselectivities depending on the unique reactivity of bromine/N-benzyl-DABCO complex.

Enantioselective C-C bond cleavage creating chiral quaternary carbon centers

A chiral all-carbon benzylic quaternary carbon center is created by the asymmetric intramolecular addition/ring-opening reaction of a boryl-substituted cyclobutanone, which involves enantioselective β-carbon elimination from a symmetrical rhodium cyclobutanolate. The asymmetric reaction was successfully applied to a synthesis of sesquiterpene, (-)-α-herbertenol.