An efficient method for the synthesis of 2,3,5,6-tetrasubstituted tetrahydropyrans has been developed from the reaction of aldehydes and ethyl 2-(1-hydroxyalkyl/hydroxy(phenyl)methyl)-5-methylhex-4-enoate using (3,5)-oxonium-ene reaction promoted by boron trifluoride etherate in good yields under mild conditions.

The title 22-crown-6 unit, C(26)H(28)O(6), comprising of three benzo groups and triethyl-ene glycol, was prepared by the reaction of α,α'-dibromo-p-xylene with 1,8-bis-(2-hydroxy-phen-oxy)-3,6-dioxaoctane in the presence of Cs(2)CO(3) with tetra-hydro-furan (THF) and recrystallized from dichloro-methane-hexane (1:20 v/v) at room temperature. In the mol-ecular structure, two O atoms of the centr...

Hydroboration of propyne and 1-butyne with HBCl2 obtained from BCl3 and Me3SiH in equimolar amounts leads to 1,1-bis(dichloroboryl)alkanes 1. When BCl3 is used in excess, no 1,1-bis(dichloroboryl)alkanes 1 but E-1-dichloroborylalkene 2 besides E-1-dichloroboryl-2chloro-alk-1-ene 3 are formed. Other by-products are tris(2-chloro-alk-1-ene-1-yl)borane 4 and bis(2-chloro-alk-1-ene-1-yl)chloroboran...

An eight-step linear sequence for the preparation of two diastereomers an 8-fluoro-ABC-steroid building block was developed. Key step intramolecular Diels–Alder reaction intermediate o-quinodimethane formed from a benzocyclobutene substituted with 5-fluorohex-5-en-4-one chain. This side chain prepared 6-chlorohex-1-ene by bromofluorination, elimination HBr, Finkelstein and alkylation literature...

The title compound, C30H18ClNO, is a product of the condensation reaction of acenaphthyl-ene-1,2-dione and 5'-chloro-1,1':3',1''-terphenyl-4'-amine. The acenaphthyl-ene fragment and two terminal phenyl rings are rotated relative to the central benzene ring by 72.2 (3), 43.2 (3) and 41.2 (3)°, respectively. This mol-ecular conformation is supported by weak C-H⋯π inter-actions. In the crystal, mo...

The effective synthesis and self-assembly of graphene oxide (GO) nanocomposites are of key importance for a broad range of nanomaterial applications. In this work, a one-step chemical strategy is presented to synthesize stable GO-polymer Langmuir composite films by interfacial thiol-ene photopolymerization at room temperature, without use of any crosslinking agents and stabilizing agents. It is...

[reaction: see text] The first total synthesis of litseaverticillols B (1), E (2), I (4), and J (5) as well as the structural reassignment of litseaverticillol E (2) have been achieved by means of a biomimetic sequence of transformations during which a [4 + 2]-initiated reaction cascade and an ene reaction, both involving singlet oxygen ((1)O(2)), formed key steps. The reassignment of the struc...

Diblock and triblock copolymers of poly(styrene)-block-poly(1,2-butadiene) (PS/PB) and PS/PB/PS were modified by photochemical thiol−ene chemistry to process selected functional nanopatterned polymers, with reaction completion in 1 h. PB molecular weight (MW) and thiol−ene ratios were systematically varied based on a model monomer, boc-cysteamine, to determine the efficiency of the reaction. Th...