Download PDF
Synlett 1998; 1998(2): 115-121
DOI: 10.1055/s-1998-1585
account
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Enyne Coupling as the Potent Methodology for the Synthesis of Bioactive Molecules

Xiyan Lu* , Guoxin Zhu, Zhong Wang
  • *Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China; Fax 86-21-64 16 61 28
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

The enyne coupling methodology for the synthesis of various sorts of substituted γ-butyrolactones from allylic alkynoates under the catalysis of PdX2 was developed. For α,β,γ-trisubstituted γ-butyrolactones, the β,γ-relative stereochemistry can be controlled by the substituent on the triple bond of the alkynoates and a chiral center is easily introduced from the optically active allylic alcohols. For α,β-disubstituted γ-butyrolactones, the optically active products can be obtained by the resolution of the key intermediates, lactonic aldehydes, via their tartrate acetal derivatives.

palladium catalyst - enyne coupling - allylic alkynoates - lactones - stereoselective

      >