Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: synthesis and its highly stereoselective reaction with RCu(CN)Li

Authors
Hanazawa, T Koiwa, M Hareau, GPJ Sato, F
Citation
T. Hanazawa et al., Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: synthesis and its highly stereoselective reaction with RCu(CN)Li, TETRAHEDR L, 41(15), 2000, pp. 2659-2662
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
15
Year of publication
2000
Pages
2659 - 2662
Database
ISI
SICI code
0040-4039(20000408)41:15<2659:OAT>2.0.ZU;2-M
Abstract
Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert-butyldime thylsiloxy)-2cyclohexenone (2) has been synthesized in 25% overall yield st arting from easily available 1,4-bis(benzyloxy)-2,3-epoxy butane (3). The e none 2 reacts with excellent stereoselectivity with RCu(CN)Li thus working as an efficient chiral building block for preparation of substituted cycloh exane compounds. (C) 2000 Elsevier Science Ltd. All rights reserved.