Tetrahedron letters

Synthetic studies on halichondrins: A practical synthesis of the C. 1 C. 13 segment

DP Stamos, Y Kishi

Index: Stamos, Dean P.; Kishi, Yoshito Tetrahedron Letters, 1996 , vol. 37, # 48 p. 8643 - 8646

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Citation Number: 44

Abstract

A practical, scalable synthesis of the C. 1 C. 13 segment of halichondrin B has been developed starting from L-mannonic-γ-lactone, using C-allylation/oxy-Michael cyclization and Ni (II) Cr (II)-mediated vinyltrimethylsilane addition to set the C. 6 C. 3 and C. 11 stereocenters, respectively.