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Title: Regio and stereoselective opening of chiral cyclic sulfates with MgBr2-Et2O: A practical strategy for the synthesis of (2R,3S)-(-)-N-benzoyl-3-phenylisoserine ethyl ester (taxol side chain)
Authors: Nandanan, E
Phukan, Prodeep
Sudalai, A
Issue Date: Mar-1999
Publisher: NISCAIR-CSIR, India
Abstract: The reaction of 4(S)-carbethoxy-5(R)-phenyl-1,3,2-dioxathiolane-2,2-dioxide 4 with MgBr2.Et2O readily proceed regio- and stereoselectively at the benzylic position to afford the desired bromohydrin 5 in excellent yield which led to an improved process for the synthesis of (2R, 3S)-( -)-N-benzoyl-3-phenylisoserine ethyl ester 8 (taxol C13 side chain) in excellent yield and optical purity.
Page(s): 283-286
Appears in Collections:IJC-B Vol.38B(03) [March 1999]

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