81422-90-4

Upstream product

• 86562-32-5 (2R,3S)-threo-3-methylbutane-1,2,4-triol 1,2-acetonide 4-benzyl ether 
• 75-24-1 trimethylaluminum 
• 78513-07-2 (-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol 
• 15681-48-8 lithium dimethylcuprate 
• 86562-29-0 (2R,3R)-(-)-threo-3-methylaspartic acid 
• 642-92-2 D,L-threo-β-methylaspartic acid 
• 77398-86-8 dimethyl (2R,3R)-2-hydroxy-3-methylsuccinate 
• 87172-27-8 cis-4-benzyloxy-2,3-epoxy-1-butanol 
• 1184-53-8 methylcopper 
• 100-39-0 benzyl bromide 
• 57280-24-7 (R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol 
• 86562-30-3 (2R,3R)-dimethyl threo-3-methylmalate THP ether 
• 71565-21-4 (2S,4'R)-(+)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)-1-propanol 
• 77333-26-7 (2R,3S)-threo-3-methylbutane-1,2,4-triol 

Downstream Products

• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 
• 81380-12-3 (2S,3R)-3,4-epoxy-2-methyl-1-butanol benzyl ether 
• 72598-35-7 (-)-serricornin 
• 72485-37-1 (4R,6S,7S)-7-acetoxy-4,6-dimethyl-3-nonanone 
• 82335-98-6 serricornin acetate <(4S,6R,7R)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 149-31-5 (2S,3S)-2-methylpentane-1,3-diol 
• 83997-86-8 serricornin acetate <(4S,6S,7S)-4,6-dimethyl-7-acetoxy-3-nonanone> 
• 86535-07-1 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 
• 86535-08-2 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 3-THP ether 
• 86535-14-0 (2S,3S)-2-methyl-1-(4-methylbenzenesulfonyloxy)-3-pentanol 
• 86535-19-5 2-methyl-3-pentanol (R)-(+)-MTPA ester 
• 86535-18-4 2-methyl-3-pentanol (S)-(-)-MTPA ester 
• 86535-10-6 (2S,3S)-threo-2-methylpentane-1,3-diol 3-THP ether 1-tosylate 
• 78433-56-4 (R)-2-((S)-2-Benzyloxy-1-methyl-ethyl)-oxirane 

Relevant academic research and scientific papers

Synthesis of the spiroacetal fragments of spirofungins A and B, antibiotics isolated from Streptomyces violaceusniger Tü 4113

The spiroacetal [C(9)-C(20)] fragments of spirofungins A and B, antibiotics isolated from Streptomyces violaceusniger Tü 4113, were prepared from a known bromo alcohol derived from (S)-citronellal, using thermodynamically controlled iodolactonization and spiroacetalization as the key steps.

Isomer Selectivity in Stereocontrolled Payne Rearrangement-epoxide Cleavage of 2,3-Epoxy Alcohols in Aprotic Solvents: Application to an Enantioselective Total Synthesis of (+)-exo-Brevicomin

Organo-copper and -cuprate reagents may be used to trap the more reactive epoxy alkoxide isomer in a Lewis acid-catalysed Payne rearrangement process.This methodology has been used as the key step in a five-step enantioselective total synthesis of (+)-exo

Total synthesis of N-phthaloyl adda methyl ester: All stereocenters originating from a single chiral epoxyalcohol

Selective ring opening of (2S,3R)-epoxide of 4-benzyloxy-cis-2-buten-1-ol either at 2- or 3-position ensures stereospecific construction of all the chiral centers of Adda.

Studies toward polyether antibiotics: stereospecific synthesis of polysubstituted tetrhydropyrans

A stereospecific and general method for the preparartion of trans-tetrahydropyrans 1 and cis-tetrahydropyrans 2 from acyclic precursors are described.Compound 12, a possible intermediate for the synthesis of antibiotic X-14547A, has been synthesized.

SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SERRICORNIN

The absolute stereochemistry of serricornin (4,6-dimethyl-7-hydroxy-3-nonanone) was established as 4S, 6S, 7S by synthesizing both (4S, 6S, 7S)-isomer and its antipode.Only the natural enantiomer was bioactive.by