Axially chiral macrocyclic -alkene bearing bisazole component formed by sequential C-H homocoupling and ring-closing metathesis

Nishio, Shotaro*; Somete, Takashi*; Sugie, Atsushi*; Kobayashi, Toru ; Yaita, Tsuyoshi; Mori, Atsunori*

Clipping by ring-closing metathesis freezes rotation of a C-C bond to result in forming axial chirality. Treatment of bisbenzimidazole bearing an -(3-butenyl) substituent with a Grubbs' catalyst undergoes ring-closing metathesis, in which the stereochemistry of the thus formed olefin was exclusively -form. Analysis by HPLC with a chiral stationary column confirmed clear baseline separation of each enantiomer.

Language	:	English
Journal	:	Organic Letters
Volume	:	14
Number	:	10
Pages	:	p.2476 - 2479
Publication Year/Month	:	2012/05
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Paper URL	:	https://doi.org/10.1021/ol300755y
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Keywords	:	no keyword
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Registration No. : AA20120190
JAEA Abstracts No. : 40000968
Paper Submission No. : 10988

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