90192-98-6

Upstream product

• 24395-10-6 (R)-hept-6-en-2-ol 
• 627-19-0 1-Pentyne 
• 928-90-5 5-hexyl-1-ol 
• 26059-43-8 hept-3-yn-2-one 
• 90411-27-1 (R)-hept-3-yn-2-ol 
• 928-39-2 hept-6-yn-2-one 
• 90192-97-5 (R)-(-)-Heptyn-2-ol 
• 29329-03-1 5-hexynal 
• 544-97-8 dimethyl zinc(II) 

Downstream Products

• 189163-22-2 tert-Butyl-((R)-1-methyl-hex-5-ynyloxy)-diphenyl-silane 
• 177905-22-5 Acetic acid (5E,7E,13Z,15E)-(1R,9R,11S,17S)-19-(tert-butyl-diphenyl-silanyloxy)-9,11-dimethoxy-17-methoxymethoxy-1-methyl-nonadeca-5,7,13,15-tetraenyl ester 
• 65756-08-3 (S)-(+)-6-Heptyn-2-ol 

Relevant academic research and scientific papers

Hydroxyl-Assisted Carbonylation of Alkenyltin Derivatives: Development and Application to a Formal Synthesis of Tubelactomicin A

Alkenyltin derivatives flanked by a hydroxyl group are subject to methoxycarbonylation when treated with catalytic amounts of Pd(OAc)2 and Ph3As in MeOH under a CO atmosphere; key to success is the use of 1,4-benzoquinone as a stoich

A carbohydrate approach for the formal total synthesis of (?)-aspergillide C

An enantioselective formal total synthesis of aspergillide C is accomplished using commercially available tri-O-acetyl-D-galactal employing a Ferrier-type C-glycosylation, utilizing a Trost hydrosilylation and protodesilylation as key reactions.

Stereodivergent total synthesis of (+)-aspergillide B and (+)-7-epi-aspergillide A

The stereoselective total syntheses of (+)-aspergillide B and (+)-7-epi-aspergillide A were achieved. The key reactions include Noyori's asymmetric transfer hydrogenation, an Achmatowicz rearrangement, a Ferrier-type alkynylation, a hydrosilylation-protodesilylation, a CBS (Corey-Bakshi-Shibata) oxazaborolidine reduction, a Yamaguchi macrolactonization, and a Mitsunobu macrolactonization. The stereoselective total syntheses of (+)-aspergillide B and (+)-7-epi-aspergillide A were achieved. The key reactions include Noyori's asymmetric transfer hydrogenation, an Achmatowicz rearrangement, a Ferrier-type alkynylation, a hydrosilylation-protodesilylation, a CBS (Corey-Bakshi-Shibata) oxazaborolidine reduction, a Yamaguchi macrolactonization, and a Mitsunobu macrolactonization. Copyright

Total synthesis of both enantiomers of macrocyclic lactone aspergillide C

A facile approach to the total synthesis of both enantiomers of the 14-membered macrolactone aspergillide C is described. The strategy employed was also utilized for the synthesis of C4-epimers of both the enantiomers of aspergillide C. The key reactions include Sharpless kinetic resolution, Achmatowicz reaction, Ferrier type alkynylation, hydrosilylation- protodesilylation, Corey-Bakshi-Shibata (CBS) mediated reduction, and Yamaguchi macrolactonization.

Stereoconvergent synthesis of the C1-C11 and C12-C24 fragments of (-)-macrolactin-A

Stereoconvergent syntheses of the C1-C11 and C12-C24 fragments of (-)-macrolactin-A are reported.

Synthesis of the C7-C24 fragment of (-)-Macrolactin F

An enantioselective and convergent synthesis of the C7-C24 fragment of Macrolactin F was achieved from four main fragments. A hydrotelluration/transmetalation sequence was used to install the E,Z diene present in the molecule, while a hydrozirconation/transmetalation sequence was used to connect two advanced intermediates.

A short enantioselective synthesis of (R)-nostrenol

The catalytic asymmetric synthesis of (-)-(R)-nostrenol is described in five steps starting from commercially available 1-pentyne. The key steps are a Noyori catalytic and asymmetric hydrogen transfer and a Cp2TiCl 2 catalyzed hydroalumination.

Routine use of natural abundance deuterium NMR in a polypeptidic chiral oriented solvent for the determination of the enantiomeric composition of chiral building blocks.

[reaction: see text] Natural abundance deuterium 2D NMR spectroscopy in chiral liquid crystal was successfully used to efficiently analyze the enantiomeric composition of organic chiral building blocks involved in the syntheses of natural and synthetic bioactive products. The results reported here emphasize the high potential of this analytical strategy and prove its applicability for routinely determining enantiomeric excesses.

Catalytic enantioselective synthesis of macrolides via asymmetric alkylation

Catalytic enantioselective syntheses of the macrolides (R)-(-) phoracantholide and (R)-(+) lasiodiplodin have been achieved. Stereochemistry was introduced in using an arene chromium tricarbonyl derived catalyst, which mediated the enantioselective additi

New ligands for the titanium(IV)-induced asymmetric reduction of ketones with catecholborane

High to moderate enantiomeric excesses were achieved for the reduction of ketones with catecholborane in the presence of a titanium-based catalyst bearing the new optically active diols 1 a or 1 b as ligands. Of particular interest is the relatively high enantiomeric excess obtained in the reductions of linear nonaromatic methyl ketones.