604774-80-3

Basic information

• Product Name: (1R,2S,3R,4S)-2,3-O-[allylboryl]-2-phenyl-1,7,7-trimethylbornanediol
• Synonyms: (1R,2S,3R,4S)-2,3-O-[allylboryl]-2-phenyl-1,7,7-trimethylbornanediol
• CAS NO: 604774-80-3
• Molecular Weight: 296.217
• Mol File: 604774-80-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1R,2S,3R,4S)-2,3-O-[allylboryl]-2-phenyl-1,7,7-trimethylbornanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,3R,4S)-2,3-O-[allylboryl]-2-phenyl-1,7,7-trimethylbornanediol(604774-80-3)
• EPA Substance Registry System: (1R,2S,3R,4S)-2,3-O-[allylboryl]-2-phenyl-1,7,7-trimethylbornanediol(604774-80-3)

Safety Data

• Hazardous Substances Data: 604774-80-3(Hazardous Substances Data)

Upstream product

• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 60340-28-5 (S)-1-phenyl-5-hexen-3-ol 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 
• 85551-57-1 (R)-1-Phenylbut-3-en-1-ol 
• 94340-22-4 (R)-1-cyclohexyl-3-buten-1-ol 
• 69036-26-6 (S)-1-cyclohexylbut-3-en-1-ol 
• 112897-09-3 (3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol 
• 112897-09-3 (3S)-1-{[t-butyl(diphenyl)silyl]oxy}hex-5-en-3-ol 
• 127793-64-0 (R)-1-O-(tert-butyldiphenylsilyl)-4-penten-1,2-diol 
• 127793-64-0 (2S)-1-{[tert-butyl(diphenyl)silyl]oxy}pent-4-en-2-ol 
• 58931-16-1 (R)-1-benzyloxypent-4-en-2-ol 
• 88981-35-5 (2S)-1-(benzyloxy)pent-4-en-2-ol 

Relevant articles and documents

Scope and limitations of the scandium-catalyzed enantioselective addition of chiral allylboronates to aldehydes

Scandium triflate catalyzes the addition of camphor-derived allyl-, methallyl-, and crotylboronates to aldehydes to provide homoallylic alcohols with excellent diastereo- and enantioselectivity. Aromatic, aliphatic, and propargylic aldehydes can be used successfully in this system. Additional advantages of the camphor-diol allylboronates are their ease of synthesis, their availability in both enantiomeric forms, and their stability towards silica gel chromatography. The usefulness of this methodology is further demonstrated by the gram-scale synthesis of various homoallylic alcohols of high enantiomeric excess and by the concise synthesis of the pheromone (4S)-2-methyloctan-4-ol. 1 Introduction 2 Results and Discussion 2.1 Optimization 2.2 Substrate Scope 2.3 Synthetic Applications 2.4 Mechanistic Considerations 3 Conclusion.