Diastereoselective allylations and crotylations under phase-transfer conditions using trifluoroborate salts: an application to the total synthesis of (−)-tetrahydrolipstatin
AN Thadani, RA Batey
文献索引:Thadani, Avinash N.; Batey, Robert A. Tetrahedron Letters, 2003 , vol. 44, # 44 p. 8051 - 8055
A mild protocol for diastereoselective allylations and crotylations of α-and β-silyloxy substituted aldehydes utilizing potassium allyl/crotyltrifluoroborates is described. The reactions proceed to completion within 30 min at room temperature in biphasic or aqueous media in the presence of a phase transfer catalyst. The resulting homoallylic alcohols are obtained in high yields and moderate to excellent diastereoselectivities. The method was ...
[Fairlamb, Ian J. S.; Marrison, Lester R.; Dickinson, Julia M.; Lu, Feng-Ju; Schmidt, Jan Peter Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 15 p. 4285 - 4299]