97747-37-0

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 74213-65-3 (2R,3R)-3-methyl-butan-1,2,4-triol 
• 501084-23-7 (2S,4S,5S)-5-Methyl-2-phenyl-[1,3]dioxane-4-carbaldehyde 
• 74213-64-2 (2S,3S)-erythro-3-methylbutane-1,2,4-triol 

Downstream Products

• 81380-10-1 (2S,3S)-4-benzyloxy-1,2-epoxy-3-methylbutane 
• 1032989-97-1 C₁₉H₃₀O₆ 
• 1032989-84-6 C₃₁H₄₆O₆Si 
• 1032989-82-4 C₃₁H₄₄O₆Si 
• 1032989-83-5 C₃₀H₄₅NO₇Si 
• 1032989-81-3 C₃₂H₃₅NO₈ 
• 1032989-77-7 2-((2R,3S,4R,5S,6S)-6-methoxy-5-(4-methoxybenzyloxy)-2-methyl-3,4-bis(triethylsilyloxy)non-8-enylsulfonyl)benzo[d]thiazole 

Relevant academic research and scientific papers

Diarylprolinol-Mediated Asymmetric Direct Cross-Aldol Reaction of α,β-Unsaturated Aldehyde as an Electrophilic Aldehyde

The diarylprolinol-mediated asymmetric direct cross-aldol reaction of α,β-unsaturated aldehyde as an electrophilic aldehyde was developed. The reaction becomes accelerated by an acid when a carbonyl group is introduced at the γ-position of the α,β-unsatur

Regioselectivity switch in chiral amine-catalysed asymmetric addition of aldehydes to reactive enals

In this communication, we present a regioselectivity switch for the chiral amine-catalysed asymmetric addition of aldehydes to reactive enals to afford either aldol adducts or conjugate adducts in a stereoselective fashion. The unprecedented asymmetric al

Spirastrellolide E: Synthesis of an advanced C(1)-C(24) southern hemisphere

The synthesis of a C(1)-C(24) advanced southern hemisphere fragment towards the total synthesis of spirastrellolide E has been achieved. Highlights of the route include a highly convergent Type I Anion Relay Chemistry (ARC) tactic for fragment assembly, in conjunction with a directed, regioselective gold-catalyzed alkyne functionalization to generate the central unsaturated [6,6]-spiroketal.

The stereocontrolled total synthesis of spirastrellolide A methyl ester. Expedient construction of the key fragments

Due to a combination of their promising anticancer properties, limited supply from the marine sponge source and their unprecedented molecular architecture, spirastrellolides represent attractive and challenging synthetic targets. A modular strategy for the synthesis of spirastrellolide A methyl ester, which allowed for the initial stereochemical uncertainties in the assigned structure was adopted, based on the envisaged sequential coupling of a series of suitably functionalised fragments; in this first paper, full details of the synthesis of these fragments are described. The pivotal C26-C40 DEF bis-spiroacetal was assembled by a double Sharpless asymmetric dihydroxylation/acetalisation cascade process on a linear diene intermediate, configuring the C31 and C35 acetal centres under suitably mild acidic conditions. A C1-C16 alkyne fragment was constructed by application of an oxy-Michael reaction to introduce the A-ring tetrahydropyran, a Sakurai allylation to install the C9 hydroxyl, and a 1,4-syn boron aldol/directed reduction sequence to establish the C11 and C13 stereocentres. Two different coupling strategies were investigated to elaborate the C26-C40 DEF fragment, involving either a C17-C25 sulfone or a C17-C24 vinyl iodide, each of which was prepared using an Evans glycolate aldol reaction. The remaining C43-C47 vinyl stannane fragment required for introduction of the unsaturated side chain was prepared from (R)-malic acid.

Total synthesis of spirastrellolide A methyl ester - Part 1: Synthesis of an advanced C17-C40 bis-spiroacetal subunit

Out of the blue: The marine macrolide spirastrellolide A is a potent and selective inhibitor of protein phosphatase 2A and a lead for anticancer therapies. A flexible and modular synthetic strategy has been developed with two routes for the construction o

Enantioselective total synthesis of octalactin a using asymmetric aldol reactions and a rapid lactonization to form a medium-sized ring

Octalactin A, an antitumor agent containing an eight-memhered lactone moiety, has been stereoselectively prepared by means of enantioselective aldol reactions of selected silyl enolates with achiral aldehydes, promoted by a chiral Sn11 complex.

Total synthesis of the polyene macrolide antibiotic roxaticin. I. Synthesis of the polyol fragment of roxaticin using a four-carbon chain extension strategy

The C11-C26 polyol fragment of roxaticin containing eight chiral centers has been prepared in a reiterative manner using coupling reactions of chiral dithianes and epoxides followed by stereoselective reduction.

SYNTHETIC STUDY ON APLYSIATOXINS, HIGHLY INFLAMMATORY AGENTS AND TUMOR PROMOTERS. SYNTHESIS OF THE THREE OPTICALLY ACTIVE SEGMENTS

The main segments in debromoaplysiatoxin and related aplysiatoxins have been efficiently synthesized from D-glucose and L- and D-tartaric acids.