SYNTHESIS OF HOMOCHIRAL SPIRO[4.4]NONANE-1,6-DIOLS

Authors
JIANG YZ YAN M SUN JA HU WH LI Z MI AQ CHAN ASC
Citation
Yz. Jiang et al., SYNTHESIS OF HOMOCHIRAL SPIRO[4.4]NONANE-1,6-DIOLS, Chinese journal of chemistry, 16(3), 1998, pp. 258-263
Citations number
12
Categorie Soggetti
Chemistry
Journal title
Chinese journal of chemistry → ACNP
ISSN journal
1001604X
Volume
16
Issue
3
Year of publication
1998
Pages
258 - 263
Database
ISI
SICI code
1001-604X(1998)16:3<258:SOHS>2.0.ZU;2-W
Abstract
Homochiral cis, cis-; cis,trans- and trans, trans-spiro[4.4]nonane-1,6 -diols were prepared via diastereoselective reduction of enantiomerica lly pure spiro[4.4]nonane-1,6-dione (1) with the corresponding reducin g agents: lithium n-butyldiisobutylaluminium hydride for cis,cis-diol (2) with 88% yield; BH3. HF for cis,trans-diol (3) with 91% yield; LiA lH4 for trans,trans-diol (4) with 15% yield.