141195-06-4

Basic information

• Product Name: (Z)-(2R,3R,7S)-2,7-Bis-benzyloxy-oct-5-en-3-ol
• Synonyms: (Z)-(2R,3R,7S)-2,7-Bis-benzyloxy-oct-5-en-3-ol
• CAS NO: 141195-06-4
• Molecular Weight: 340.463
• Mol File: 141195-06-4.mol

Chemical Properties

• CAS DataBase Reference: (Z)-(2R,3R,7S)-2,7-Bis-benzyloxy-oct-5-en-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-(2R,3R,7S)-2,7-Bis-benzyloxy-oct-5-en-3-ol(141195-06-4)
• EPA Substance Registry System: (Z)-(2R,3R,7S)-2,7-Bis-benzyloxy-oct-5-en-3-ol(141195-06-4)

Safety Data

• Hazardous Substances Data: 141195-06-4(Hazardous Substances Data)

Upstream product

• 53346-05-7 (R)-2-benzyloxypropanal 
• 119204-58-9 (4S,2E)-4-Phenylmethoxypent-2-enyl(tributyl)stannane 

Downstream Products

• 156327-35-4 (2S,6R,7R,3Z)-6-acetoxy-2,7-dibenzyloxyoct-3-ene 

Relevant articles and documents

1,5-Asymmetric induction in reactions of δ-alkoxyallylstannanes: Stereoselective reactions with chiral aldehydes

Transmetallation of (4S,2E)-4-phenylmethoxypent-2-enyl(tributyl)stannane 1 using tin(IV)chloride generates a reagent which shows excellent 1 5-stereoselectivity in reactions with aldehydes: with chiral aldehydes, the stereochemical preference of the reage

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.