132836-92-1

Basic information

• Product Name: (Z)-(1R,5S)-5-Benzyloxy-1-furan-2-yl-hex-3-en-1-ol
• Synonyms: (Z)-(1R,5S)-5-Benzyloxy-1-furan-2-yl-hex-3-en-1-ol
• CAS NO: 132836-92-1
• Molecular Weight: 272.344
• Mol File: 132836-92-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-(1R,5S)-5-Benzyloxy-1-furan-2-yl-hex-3-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-(1R,5S)-5-Benzyloxy-1-furan-2-yl-hex-3-en-1-ol(132836-92-1)
• EPA Substance Registry System: (Z)-(1R,5S)-5-Benzyloxy-1-furan-2-yl-hex-3-en-1-ol(132836-92-1)

Safety Data

• Hazardous Substances Data: 132836-92-1(Hazardous Substances Data)

Upstream product

• 98-01-1 furfural 
• 119204-58-9 (4S,2E)-4-Phenylmethoxypent-2-enyl(tributyl)stannane 

Relevant articles and documents

Effective 1,5-asymmetric induction in tin(IV) chloride promoted reactions between aldehydes and (4-alkoxy-2-alkenyl)tributylstannanes

Transmetallation of (S)-4-benzyloxy-2-pentenyl(tributyl)stannane (1) using tin(IV) chloride generates an allyltin trichloride which reacts in situ with aldehydes to give 1-substituted syn-(3Z)-5-benzyloxyhexenols with excellent stereoselectivity. With chiral aldehydes, the stereoselectivity of the reaction is dominated by the reagent, except for 2-alkoxyaldehydes which show matching and mismatching consistent with preferred Felkin-Anh diastereofacial selectivity.