106357-28-2

Upstream product

• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 
• 106357-20-4 (R,R)-diisopropyl tartrate (Z)-crotylboronate 
• 99687-40-8 (R,R)-[(E)-2-butenyl]diisopropyl tartrate boronate 
• 106357-33-9 (4S,5S)-2-[(2Z)-2-butenyl]-1,3,2-dioxaborolane-4,5-dicarboxylic acid bis(1-methylethyl) ester 
• 99745-86-5 (S,S)-diisopropyl tartrate (E)-crotylboronate 
• 99438-29-6 (-)-(E)-crotyldiisopinocamphenylborane 
• 99493-12-6 B-crotyldiisopinocampheylborane 
• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 74924-27-9 methyl (S)-3-benzyloxy-2-methylpropanoate 

Downstream Products

• 207920-74-9 [(1S,2S)-1-((S)-2-Benzyloxy-1-methyl-ethyl)-2-methyl-but-3-enyloxy]-tert-butyl-dimethyl-silane 
• 1116651-21-8 (2S,3R,4R,5S)-1-benzyloxy-2,4-dimethyl-5,6-epoxy-hexan-3-ol 
• 1116651-22-9 (2S,3R,4R,5R)-1-benzyloxy-2,4-dimethyl-5,6-epoxy-hexan-3-ol 
• 128308-23-6 (2R,3R,4R,5S)-6-benzyloxy-3,5-dimethyl-1,2-O-isopropylidene-1,2,4-hexanetriol 
• 208172-68-3 (2R,3R,4R,5S)-6-benzyloxy-3,5-dimethyl-1,2,4-hexanetriol 

Relevant academic research and scientific papers

Improved Synthesis of the C8-C23 Segment of Aplysiatoxins via Asymmetric Dihydroxylation of the Chiral Homoallylic Alcohol

Important intermediate 2 of the segment (3) possessing four sequential asymmetric centers (C9-C12) of aplysiatoxins was synthesized via dihydroxylation of 5 in only 7 steps from methyl (S)-3-hydroxy-2-methylpropionate.Another promising compound (10a) was

Acyclic diastereoselective synthesis using tartrate ester modified crotylboronates. Double asymmetric reactions with α-methyl chiral aldehydes and synthesis of the C(19)-C(29) segment of rifamycin S

Double asymmetric reactions of the tartrate ester modified crotylboronates 1 and 2 and α-methyl chiral aldehydes are described. The reactions of the appropriate enantiomers of 1 and 2 with β-alkoxy-α-methylpropionaldehydes 11 provide adducts 12, 13, and 1

Chiral Synthesis via Organoboranes. 21. Allyl- and Crotylboration of α-Chiral Aldehydes with Diisopinocampheylboron as the Chiral Auxiliary

B-Allyldiisopinocampheylboranes have been screened for diastereofacial selectivity in their reaction with α-substituted chiral aldehydes.Both syn and anti products have been obtained in very high diastereoselectivities.Further, (E)-crotyldiisopinocampheylboranes and (Z)-crotyldiisopinocampheylboranes have been used for diastereofacial selectivity in their reaction with α-substituted chiral aldehydes.These crotylboranes, 20-23, are highly diastereoselective reagents and the corresponding (3,4- and 4,5-)-anti,syn, -anti,anti, and -syn,anti products have been obtained in very high facial selectivities; even the syn,syn product has been obtained in moderately good facial selectivity.Finally, the relative efficiences of the various chiral auxiliaries utilized in the literature for the allyl- and crotylboration have been compared with those achieved by the diisopinocampheylboron moiety.