77250-60-3

Upstream product

• 51594-34-4 (1S,2S)-2-amino-3-methoxy-1-phenyl-1-propanol 
• 4001-73-4 2-Bromobenzamide 

Downstream Products

• 87306-96-5 [1-(2-Bromo-phenyl)-meth-(E)-ylidene]-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-amine 
• 87306-88-5 (2-Bromo-benzyl)-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methoxymethyl-2-phenyl-ethyl]-amine 
• 87306-92-1 C₂₃H₃₃BrClNO₂Si 
• 6630-33-7 ortho-bromobenzaldehyde 
• 87443-50-3 (1S,2S)-2-[(S)-3-Ethyl-3-phenyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87481-09-2 (1S,2S)-2-[(R)-3-Ethyl-3-phenyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87443-49-0 (1S,2S)-2-[(S)-3-(4-Bromo-phenyl)-3-methyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87481-08-1 (1S,2S)-2-[(R)-3-(4-Bromo-phenyl)-3-methyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87443-48-9 (1S,2S)-3-Methoxy-2-[(S)-3-methyl-3-phenyl-3H-isobenzofuran-(1Z)-ylideneamino]-1-phenyl-propan-1-ol 
• 87481-07-0 (1S,2S)-3-Methoxy-2-[(R)-3-methyl-3-phenyl-3H-isobenzofuran-(1Z)-ylideneamino]-1-phenyl-propan-1-ol 
• 87481-05-8 (1S,2S)-2-[(R)-3-Butyl-3-methyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87443-46-7 (1S,2S)-2-[(S)-3-Butyl-3-methyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87481-06-9 (1S,2S)-2-[(R)-3-tert-Butyl-3-methyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 
• 87443-47-8 (1S,2S)-2-[(S)-3-tert-Butyl-3-methyl-3H-isobenzofuran-(1Z)-ylideneamino]-3-methoxy-1-phenyl-propan-1-ol 

Relevant academic research and scientific papers

AN ASYMMETRIC SYNTHESIS OF CHIRAL PHTHALIDES VIA CHIRAL LITHIATED OXAZOLINES

Chiral aromatic oxazolines were prepared for utilization in asymmetric C-C bonding reactions.Lithiation of aryloxazolines could not be accomplished directly but were efficiently lithiated via halogen metal exchange of the o-bromo derivative (16).The resulting lithio compound (9) reacted smoothly with carbonyls to give adducts 19 but with poor stereoselectivity.Hydrolysis gave the phthalides 4 in poor ee's (20-25percent).When the lithio-oxazolines 9 were transformed into 21, they now served as chiral electrophiles.Addition of organometallics to 21 gave, particularly with Grignard reagents, useful levels of asymmetric induction which, after hydrolysis, gave phthalides 4 in 40-80percent ee.

2-OXAZOLINES FROM AMIDES VIA IMIDATES

Chiral oxazolines useful in asymmetric synthesis of o-substituted phthalides and benzoic acids are readily prepared from the benzamides via their imino ethers.