3-exo,3′-exo-(1R,1′R)-Bithiocamphor — a versatile source for functionally different 3,3′-bibornane derivatives, II. 1 An access to 3-exo,3′-exo-(1r,1′r)-bicamphor and related compounds期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

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3-exo,3′-exo-(1R,1′R)-Bithiocamphor — a versatile source for functionally different 3,3′-bibornane derivatives, II. 1 An access to 3-exo,3′-exo-(1r,1′r)-bicamphor and related compounds

Authors:	Werner Schroth Ekkehard Hintzsche Roland Spitzner Dieter Str hl Katrin Schmei and Joachim Sieler

Institution:	^aInstitut für Organische Chemie der Martin-Luther-Universität Halle-Wittenberg, Weinbergweg 16, D-06099 Halle (Saale), USA ^bInstitut für Anorganische Chemie der Universität Leipzig, Linnéstraβe 3, D-04103 Leipzig, USA

Abstract:	3-exo,3′-exo-(1R,1′R)-bicamphor (12) is obtained from 3-exo,3′-exo-(1R,1′R)-bithtiocamphor (3) by condensation with hydrazine hydrate followed by hydrolysis of the resulting dihydropyridazine 11. Deprotonation of 12 with NaH and subsequent treatment with potassium hexacyanoferrate (III) furnishes the 2,2′-dioxo-3,3′-bibornanylidene 13, whilst reduction of 12 with L1AlH₄ affords the 3,3′-biisoborneol 16. Further related transformations to various 2,2′-difunctional 3,3′-bibornane derivatives are described, which are could be of interest as chiral ligands

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