110236-68-5

Upstream product

• 110236-74-3 (2R,3S)-3-(benzyloxy)pent-4-en-2-yloxy tert-butyldimethylsilane 
• 110009-21-7 (2R,3S)-1,2-epoxy-3-benzyloxy-4-pentene 
• 100-39-0 benzyl bromide 
• 100017-22-9 (S)-1-[(R)-oxiran-2-yl]prop-2-enol 

Downstream Products

• 1369492-91-0 (4R,7R,E)-((2R,3S)-3-(benzyloxy)pent-4-en-2-yl) 7-hydroxy-4-(4-methoxybenzyloxy)oct-2-enoate 
• 1369492-92-1 (4R,7R,E)-((2R,3S)-3-(benzyloxy)pent-4-en-2-yl) 7-(acryloyloxy)-4-(4-methoxybenzyl-oxy)oct-2-enoate 
• 110236-69-6 Carbonic acid (1R,2S)-2-benzyloxy-1-methyl-but-3-enyl ester tert-butyl ester 
• 110236-75-4 (2S,3S,4R)-3-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pentane-1,2-diol 
• 110236-75-4 (2R,3S,4R)-3-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pentane-1,2-diol 
• 110236-70-9 (4S,5R,6R)-5-Benzyloxy-4-bromomethyl-6-methyl-[1,3]dioxan-2-one 
• 110236-70-9 (4R,5R,6R)-5-Benzyloxy-4-bromomethyl-6-methyl-[1,3]dioxan-2-one 
• 110270-65-0 (2R,3R,4S)-3-Benzyloxy-hept-6-ene-2,4-diol 

Relevant academic research and scientific papers

Stereoselective total synthesis of clonostachydiol

A simple and efficient stereoselective synthesis of clonostachydiol was achieved using ethyl (R)-3-hydroxybutanoate 5 and methyl (R)-2-hydroxypropanoate 12 as readily available starting materials. The key steps involved in the synthesis were MacMillan α-hydroxylation, Horner-Wadsworth-Emmons (HWE) olefination, a Grignard reaction, and Hoveyda-Grubbs IInd generation catalyzed ring closing metathesis (RCM).

ASYMMETRIC EPOXIDATION OF DIVINYL CARBINOL: A NEW APPROACH TO THE SYNTHESIS OF 2,6-DIDEOXYHEXOSES

The high level of stereochemical control exhibited in the Sharpless epoxidation of prochiral divinyl alcohols has been exploited in short enantioselective syntheses of the dideoxy sugars D-digitoxose and D-olivose.