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Volumn 58, Issue 10, 1993, Pages 2880-2888

A Practical Process for the Preparation of Tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c]-[1,3,2]oxazaborole-Borane. A Highly Enantioselective Stoichiometric and Catalytic Reducing Agent

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EID: 0000627594     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00062a037     Document Type: Article
Times cited : (201)

References (66)
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    • for a recent review see
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    • The enantiomeric purity of the (R)-MTPA used to prepare the acid chloride was determined to be 99.4%; see ref 1a
    • Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543–2549. The enantiomeric purity of the (R)-MTPA used to prepare the acid chloride was determined to be 99.4%; see ref 1a.
    • (1969) J. Org. Chem. , vol.34 , pp. 2543-2549
    • Dale, J.A.1    Dull, D.L.2    Mosher, H.S.3
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    • (1992)
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    • The competition experiment was performed in dichloromethane by adding a solution of the borane complex (2 mmol) to a mixture of the ketones (10 mmol total) at a rate to maintain the temperature at −20(±2) °C. The relative amounts of the ketones remaining and carbinols produced was determined by capillary GC using a DB-23 (J&W Scientific) column. Recently, Corey reported a larger difference in relative rates for p-nitro-(3.4) and p-methoxyacetophenone (1.8); see
    • The competition experiment was performed in dichloromethane by adding a solution of the borane complex (2 mmol) to a mixture of the ketones (10 mmol total) at a rate to maintain the temperature at −20(±2) °C. The relative amounts of the ketones remaining and carbinols produced was determined by capillary GC using a DB-23 (J&W Scientific) column. Recently, Corey reported a larger difference in relative rates for p-nitro-(3.4) and p-methoxyacetophenone (1.8); see: Corey, E. J.; Link, J. O.; Bakshi, R. K. Tetrahedron Lett. 1992, 33, 7107–7110.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.