An asymmetric Mannich-type reaction between chiral N-phosphonyl imines and azlactones [oxazol-5­(4H)-ones] has been established under convenient conditions at room temperature....

A catalytic asymmetric bromocyclization of trisubstituted olefinic amides that uses a C2-symmetric mannitol-derived cyclic selenium catalyst and a stoichiometric amount of...

Combining the desymmetrization of a prochiral bis-hydroxymethyl group with the epimerization of a chiral furanyl ether in a single transformation, high levels of double...

The first example of Rh­(III)-catalyzed cyclization of arylnitrones to indolines under external oxidant-free conditions is presented. An intermolecular coupling of arylnitrones...

Seventeen examples of aza-Morita–Baylis–Hillman (aza-MBH) adducts have been synthesized by reacting chiral N-phosphonyl imines with acrylonitrile in good to excellent yields (up...

An organocatalyzed approach to enantioenriched isoquinuclidines and bicyclo[2.2.2]octanes via a p-dodecylphenylsulfonamide-modified proline catalyst has been developed. A series...

Tetrasubstituted 1,4-dien-3-ones undergo Nazarov cyclization at low temperature, followed by reaction with organic azides via an apparent [3 + 3]-cycloaddition to give bridged...

The first example of Rh­(III)-catalyzed cyclization of arylnitrones to indolines under external oxidant-free conditions is presented. An intermolecular coupling of arylnitrones...

The generation of dibrominated cyclopentenones via an interrupted Nazarov cyclization is reported. The installation of two bromine atoms occurs at the α and α′ positions of the...

Macrocyclic bis-lactams have been synthesized by cyclodimerization of homoallylic amino esters employing a Zr(IV)-catalyzed ester-amide exchange protocol. Base-mediated...

Sugar-substituted epoxides 5−8 were synthesized by asymmetric epoxidation (in CH2Cl2/water) of α-olefins having neighboring sugars (1−4) by use of an achiral oxidant (MCPBA), in...

A general strategy for the solid-phase synthesis of structurally diverse bicyclic dipeptide mimetics is presented. Depending on the amino acid side-chain (R1), peptide-derived...

6-Methyl-1-oxa-4-thiaspiro[4.5]dec-6-ene-7-carbaldehyde was treated with a variety of nucleophiles under varying conditions. Whereas the 1,4-diastereoselectivity observed with...

Diastereoselective [2 + 2] cyclizations of aldehyde- and ketone-derived silyl enol ethers with acrylates is described. The use of the tris(trimethylsilyl)silyl group allows for...

Diastereoselective palladium-catalyzed formate reduction of allylic carbonates presents unique opportunities for applications in target-oriented organic synthesis provided that...

A pentacyclic model system featuring the trans azabicyclo[3.3.0]octane unit of dibromopalau’amine was prepared with complete diastereoselectivity in the polycyclic core from a...

Dihydroxylation of a variety of commercially available polyenes has been investigated using phenylboronic acid, N-methylmorpholine N-oxide (NMO), and osmium tetroxide in...

The 1,3-asymmetric iodolactonization reaction of enantiopure α-sulfurated γ-unsaturated amides has been investigated. With sulfinyl and sulfonyl groups, a poorly stereoselective...

Lewis acid catalyzed intramolecular Diels−Alder reactions of trienes (E,E,Z)-1a−d, (E,E,Z)-4a−d, and (E,Z,Z)-7a,b are described. Trienes containing enal or enone dienophiles...

Two rigid derivatives of o-allylaniline, namely 8-allyl-2-phenyl-1,2,3,4-tetrahydroquinoline (1b) and 7-(trans-2-cinnamyl)-2-methylindoline (1c), have been chosen as suitable...