We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Diastereoselective Hydrolysis of Asymmetric P-Cl Species and Synthesis of Optically Pure ( R<sub>P</sub>)-(-)-Menthyl H-Phenylphosphinate.
- Authors
Wang, Wei‐Min; Liu, Li‐Juan; Zhao, Chang‐Qiu; Han, Li‐Biao
- Abstract
Phenyl dichlorophosphine reacted with ( L)-(-)-menthol to afford two diastereomers of menthyl phenylphosphinate ( RP)- 1a/( SP)- 1a′ in up to 89:11 dr. Compound ( RP)- 1a was isolated in 58 % yield (60 g) and > 99:1 dr. An HCl-promoted diastereoselective hydrolysis of the P-Cl species was found to be involved in the reaction. On the basis of this, a mixture of 1a/ 1a′ with 50:50 dr was converted to a mixture enriched in 1a with 88:12 dr by treatment with phosphorus trichloride.
- Subjects
ORGANOPHOSPHORUS compounds; MENTHOL; DIASTEREOISOMERS; STEREOSELECTIVE reactions; HYDROLYSIS; PHOSPHORUS compounds
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 11, p2342
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201500126