cas 81096-93-7, (R)-4-Benzyloxy-1,3-butanediol

Articles about 81096-93-7Total 12 be found

Tin-mediated regioselective benzylation and allylation of polyols: Applicability of a catalytic approach under solvent-free conditions
The first catalytic version of the stannylene-mediated benzylation and allylation of polyols is reported. The methodology is based on a simple solvent-free protocol that significantly advances, in terms of both experimental ease and synthetic scope, the a
Giordano, Maddalena,Iadonisi, Alfonso
p. 213 - 222
(2014/01/17)

Highly diastereoselective construction of substituted pyrrolidines: Formal synthesis of (-)-bulgecinine
A highly diastereoselective synthesis of substituted pyrrolidines has been achieved starting from nonchiral molecule, allyl bromide, or cis-but-2-ene-1,4-diol. The method involves the asymmetric epoxidation and endo-mode epoxide opening with azide nucleop
Das, Biswanath,Kumar, Duddukuri Nandan
scheme or table
p. 1285 - 1287
(2011/07/09)

Organocatalysis in natural product synthesis: A simple one-pot approach to optically active β-diols
Optically active β-diols have been prepared using an organocatalytic one-pot approach from α,β-unsaturated aldehydes using (E)-benzaldehyde oxime as nucleophile in an oxa-Michael reaction with subsequent in situ reduction or Grignard addition. With this p
Andersen, Nikolaj Rojkjaaer,Hansen, Signe Grann,Bertelsen, Soren,Jorgensen, Karl Anker
experimental part
p. 3193 - 3198
(2010/04/28)

Stereoselective syntheses of rolliniastatin 1, rollimembrin, and membranacin
A radical cyclization of β-alkoxyvinyl sulfoxides-Pummerer rearrangement-allylation protocol was successfully applied to the synthesis of the threol cis/threol cis/erythro bis-oxolane moiety in rolliniastatin 1 (1), rollimembrin (2), and membranacin (3).
Keum, Gyochang,Hwang, Cheol Hee,Kang, Soon Bang,Kim, Youseung,Lee, Eun
p. 10396 - 10399
(2007/10/03)

Stereoselective chloroacetate aldol reactions: Syntheses of acetate aldol equivalents and darzens glycidic esters
Aldol reaction of the Ti-enolate derived from cis-1-tosylamido-2-indanyl chloroacetate with representative aldehydes proceeded in excellent yield and high diastereoselectivities. Removal of chlorine provided alternative access to highly diastereoselective acetate aldol equivalents or the corresponding glycidic ester condensation products.
Ghosh, Arun K.,Kim, Jae-Hun
p. 2725 - 2728
(2007/10/03)

Synthesis of a new N-acetyl thiazolidinethione reagent and its application to a highly selective asymmetric acetate aldol reaction
(Chemical Equation Presented) A new N-acetyl thiazolidinethione reagent, which undergoes highly diastereoselective aldol reactions upon enolization with dichlorophenylborane and (-)-sparteine and subsequent treatment with a variety of aldehydes, is descri
Zhang, Yingchao,Sammakia, Tarek
p. 3139 - 3141
(2007/10/03)

Toward a total synthesis of an aglycone of spiramycin; a chiron approach to the C-1/C-4 and the C-13/C-15 fragments
Acetalisation of p-anisaldehyde by either (R) or (S)-butanetriol has been shown to occur selectively and quantitatively by using Noyori's protocol. The crystalline dioxane derivatives R-6a and S-6a which formed respectively in these conditions have been converted efficiently into the title fragments of spiramycin.
Breullles,Oddon,Uguen
p. 6607 - 6610
(2007/10/03)

Minor synthetic capacities of baker's yeast towards unnatural substrates
Baker's yeast catalyzes numerous transformations on reactive substrates. α,β-Unsaturated aldehydes undergo water addition with the formation of chiral secondary alcohols, but sulfur nucleophiles (mercaptans) chemically add to the double bond with the partial kinetic resolution observed in the secondary thiol obtained, following enantioselective reduction of the intermediate aldehydes.These sulfur nucleophiles however interact with the yeast metabolic pathway allowing the isolation of carbohydrate derived chiral intermediates.The use of deuterated precursors orperforming the fermentation in D2O allows the isolation of chiral glycerol derivatives stereoselectively deuterated at different positions.
Fronza, Giovanni,Fuganti, Caludio,Grasselli, Piero,Pedrocchi-Fantoni, Giuseppe,Servi, Stefano
p. 163 - 166
(2007/10/02)

Stereocontrolled Total Synthesis of 9(R)-N-BOC-Ahda Methyl Ester
An efficient convergent route to the first total synthesis of 9(R)-N-BOC-Ahda methyl ester, in optically pure form, is described.
Chakraborty, Tushar K,Hussain, Azhar K,Joshi, Subodh P
p. 2385 - 2388
(2007/10/02)

Conversion of 4-Oxy-Substituted Crotonaldehyde into 1-Protected (2R)-1,2,4-Butanetriol: A New Synthetic Capacity of Bakers' Yeast
The bakers' yeast mediated conversion of 4-oxy-substituted crotonaldehydes 3 and 4 into 1-protected (2R)-1,2,4-butadienetriols 7a and 8a, in ca. 25percent yields, is reported.
Fronza, Giovanni,Fuganti, Claudio,Grasselli, Piero,Poli, Gianluigi,Servi, Stefano
p. 6153 - 6154
(2007/10/02)

CHIRALITY INVERSION OF THE 1,3-GLYCOL SYSTEM AND ITS APPLICATION TO THE SYNTHESIS OF THE CARBAPENEM INTERMEDIATE
Novel chirality inversion of the butane-1,3-diol system (4) and its application to the synthesis of the carbapenem intermediate are described.
Takano, Seiichi,Kasahara, Chiyoshi,Ogasawara, Kunio
p. 175 - 176
(2007/10/02)

NUCLEOPHILIC DISPLACEMENT REACTIONS OF THE METHANESULFONATES OF THE 1-O-BENZOYL-1,2-, -1,3-, AND -1,4-GLYCOLS
Nucleophilic displacement reactions of the methanesulfonates (8a-c) of the 1-O-benzoyl-1,2-, -1,3-, and -1,4-glycols (7a-c) with potassium acetate in boiling acetic anhydride have been examined.Both benzoyloxy-group participation pathway (path A) and SN2 displacement pathway (path B) have been involved in the 1,2-(8a)- and 1,3-(8b)-substrates to give a mixture of the primary (10a,b) and the secondary (11a,b) acetates with complete inversion of chiralities.On the other hand, only SN2 displacement pathway (path B) has been involved in the 1,4-substrate (8c) to give the secondary acetate (11c) with inversion of the chirality.
Takano, Seiichi,Hirama, Michiyasu,Seya, Kazuhiko,Ogasawara, Kunio
p. 4233 - 4236
(2007/10/02)