Bulletin of the Chemical Society of Japan

Synthesis of Dictyopterene A: Optically Active Tributylstannylcyclopropane as a Chiral Synthon.

T Itoh, H Inoue, S Emoto

Index: Itoh, Toshiyuki; Inoue, Hitomi; Emoto, Sachie Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 2 p. 409 - 416

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Citation Number: 21

Abstract

T. Itoh et al. Bull. Chem. Soc. Jpn., 73, No. 2 (2000} 411 protons of the major isomer of 2 disagreed with those of the speculated spectra of (E)-2. Conversion of the stan- nyl group of 2 to the formyl group to give aldehyde 9 in 84% yield, and subsequent Wittig reaction of aldehyde 9 using methyltriphenylphosphonium iodide in the presence of и-BuLi as base afforded the final product 1 in 77% yield. However, the specific rotation of the final compound 1 ([(!]& —30.7° (CHCh)) was completely ...