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Org Lett
; 6(13): 2121-4, 2004 Jun 24.
Article
in English
| MEDLINE
| ID: mdl-15200300
ABSTRACT
[reaction: see text] Vicinal stereocontrol during nucleophilic addition of tert-butyl lithiopropionate to eta(6)-anisole chromium tricarbonyl complexes with differing para substituents has been studied. Excellent vicinal double stereoinduction (>99:1) was observed when the para substituent was Si(CH(3))(3), and this has been applied to a stereoselective formal synthesis of (+/-)-erythro Juvabione. Asymmetric synthesis by chiral auxiliary directed nucleophilic addition is also discussed.
Subject(s)
Chromium/chemistry , Cyclohexanes/chemical synthesis , Organometallic Compounds/chemistry , Hempa , Organometallic Compounds/chemical synthesis , Stereoisomerism
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