220465-71-4

Upstream product

• 220465-75-8 (S)-4-((S)-2-Benzyloxy-pent-4-enyl)-2,2-dimethyl-[1,3]dioxolane 
• 87318-97-6 (2S)-1-[(4S)-2,2-dimethyl[1,3]dioxolan-4-yl]pent-4-en-2-ol 
• 100-39-0 benzyl bromide 
• 87604-58-8 (S)-(-)-2-Benzyloxypent-4-enal 
• 99838-68-3 (2R,3S)-3-(benzyloxy)hex-5-ene-1,2-diol 
• 942137-19-1 (2R)-2-[(1S)-1-(benzyloxy)-3-butenyl]-1,4-dioxaspiro[4.5]decane 
• 164145-69-1 1(S)-[(2R)-1,4-dioxaspiro[4.5]decanyl]-3-buten-1-ol 
• 765300-71-8 (2S)-1[(2S)-1,4-dioxaspiro[4.5]decan-2-yl]pent-4-en-2-ol 
• 765300-72-9 (2S)-2-benzyloxy-1[(2S)-1,4-dioxaspiro[4.5]decan-2-yl]pent-4-ene 

Downstream Products

• 220465-76-9 (2S,4S)-4-Benzyloxy-1-trityloxy-hept-6-en-2-ol 
• 765300-73-0 (2S,4S)-4-(benzyloxy)-1-tosylhept-6-en-2-ol 
• 782472-61-1 (3R,5R,9R,11R)-3,9-bis(benzyloxy)-5,11-dipentylcyclododecane-1,7-dione 
• 765300-68-3 6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanoic acid 
• 765300-67-2 6-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-2-methyl-decanal 
• 765300-52-5 3-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2-methyl-decanoic acid 
• 765300-69-4 (3R,4S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one 

Relevant academic research and scientific papers

Stereoselective total synthesis of verbalactone

A simple and efficient route for the stereoselective total synthesis of verbalactone from commercially available inexpensive starting material d-mannitol using Barbier allylation, α-aminoxylation, and Yamaguchi macrolactonization as key steps is reported.

Stereoselective total synthesis of polyrhacitide A

Stereoselective total synthesis of polyketide lactone isolated from Chinese medicinal ant Polyrhacis lamellidens is described. Ring-closing metathesis followed by stereoselective intramolecular oxa-Michael addition reactions were used to construct the bic

Total synthesis of xestodecalactone c from L-malic acid

An efficient total synthesis of the ten-membered macrolide, xestodecalactone C is described. The synthetic sequence uses Barbier-allylation, LiAlH4/LiI-mediated syn-stereoselective 1,3-asymmetric reduction, and intramolecular Friedel-Crafts acylation as k

Total synthesis of aculeatins A and B from (S)-malic acid

A simple convergent approach towards the total synthesis of bioactive spiroacetals aculeatins A and B is described. The key features of the synthetic strategy include a syn-stereoselective 1,3-asymmetric reduction, epoxide ring opening and oxidative spiro

Studies directed towards the total synthesis of feigrisolide B

Attempts directed towards the total synthesis of feigrisolide B resulted in the synthesis of lactones 1 and 2. The synthesis of 1 and 2 was achieved from d-glucose and l-malic acid, respectively, with a Ti(IV) mediated diastereoselective aldol reaction as

Studies on the stereochemistry of theonezolides A-C1: Elucidation of the relative configurations of 1,3-diol moieties of the C-4 ～ C-17 fragment

Four model compounds having syn and anti 1,3-diol type moieties corresponding to C-8/C-10 and C-14/C-16 positions contained in the C-4 ～ C-17 fragment of theonezolides A-C were prepared. Comparison of their spectral data suggested that the 1,3-diol at C-8/C-10 and the OH/OMe groups at C-14/C-16 positions of theonezolides A-C were both syn.

Studies on stereochemistry of theonezolides a ~ C1: Determination of absolute stereochemistry of the C-4 ~ C-17 fragment

The absolute stereochemistry of the C-4 ~ C-17 fragment of theonezolides A ~ C (1 ~ 3) was established as 8S, 10R, 14S, 16S on the basis of synthesis of the two diastereomers (4a and 4b) suggested from model studies and comparison of their spectral and optical data with those of natural specimen (4) obtained from ozonolysis of 1 ~ 3.