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Synthesis 2000; 2000(12): 1673-1676
DOI: 10.1055/s-2000-8196
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First Stereoselective Synthesis of the Versatile Chiral Building Block (7aR)-5,6-Dihydro-7a-methyl-1H-indene-2,7(4H,7aH)-dione

Zhi-Liang Wei* , Zu-Yi Li, Guo-Qiang Lin
  • *Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China; Fax 86 (21) 64 16 61 28; E-mail: lizy@pub.sioc.ac.cn
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Publication Date:
31 December 2000 (online)

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A versatile chiral building block (7aR)-5,6-dihydro-7a-methyl-1H-indene-2,7(4H,7aH) -dione (4) was firstly enantiomerically synthesized from the microbial transformation ketol product 6 in 61.3% overall yield and over 96% ee.

asymmetric synthesis - microbial reduction - ketols - bicyclic compounds - Wieland-Miescher ketone analog