Diastereoselective allylations and crotylations under phase-transfer conditions using trifluoroborate salts: an application to the total synthesis of (−)-tetrahydrolipstatin
AN Thadani, RA Batey
Index: Thadani, Avinash N.; Batey, Robert A. Tetrahedron Letters, 2003 , vol. 44, # 44 p. 8051 - 8055
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Citation Number: 74
Abstract
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 ...
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