The Asymmetric Addition Of Phenylacetylene To Ketones Catalyzed By Chiral Organic Catalysts | Posted on:2007-09-09 | Degree:Master | Type:Thesis | Country:China | Candidate:J Ding | Full Text:PDF | GTID:2121360185978694 | Subject:Organic Chemistry | Abstract/Summary: | PDF Full Text Request | 1. The Asymmetric Addition of Phenylacetylene Catalyzed by Chiral Organic Catalysts 1.1 A Chiral Amino Alcohol,( S ) - ( 1-benzylpyrrolidin-2-yl ) -diphenylmethanol, and Cinchonine Were Evaluated As Promotors in The Asymmetric Additions of Phenylacetylene to Ketones ( S ) - ( 1-benzylpyrrolidin-2-yl ) -diphenylmethanol, a chiral amino alcohol prepared from ( S ) -proline, and cinchonine, were evaluated as promotors in the asymmetric additions of phenylacetylene to ketones, providing chiral propargylic alcohols with good yields ( up to 89 % ) and moderate enantioselectivities ( up to 77.9 % ee ) Adding Ti (OPri) 4 can lead to significant increase in the enantioselectivity of the reaction. 1.2. The Addition of Phenylacetylene toα-keto ester Catalyzed by BINOL BINOL was evaluated as promotors in the asymmetric additions of phenylacetylene toα-keto ester, providing chiral propargylic alcohols derivations. The low yields (up to 35.7 %) and ee (7.7 %) were obtained2. The Design and Synthesis of Chiral C2 Symmetry Thiourea A chiral C2 symmetry thiourea catalyst was prepared from (S) -proline, and different synthesis methods were discussed.3. Enatiomeric Excess of Asymmetric Reaction Products was detected by HPLC...
| Keywords/Search Tags: | Catalyze, Phenylacetylene, Ketone, α-Keto ester, Asymmetric addition, C2 Symmetry Thiourea, Chirality, HPLC. | PDF Full Text Request | Related items |
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