Alkenenitrile Transmissive Olefination: Synthesis of the Putative Lignan “Morinol I” | Zendy

Fleming Fraser F. | Zendy; Liu Wang | Zendy; Yao Lihua | Zendy; Pitta Bhaskar | Zendy; Purzycki Matthew | Zendy; Ravikumar P. C. | Zendy

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Alkenenitrile Transmissive Olefination: Synthesis of the Putative Lignan “Morinol I”

Author(s) -

Fleming Fraser F.,

Liu Wang,

Yao Lihua,

Pitta Bhaskar,

Purzycki Matthew,

Ravikumar P. C.

Publication year - 2011

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201101235

Subject(s) - chemistry , lignan , aldehyde , reagent , acrylonitrile , organic chemistry , grignard reagent , stereochemistry , combinatorial chemistry , catalysis , copolymer , polymer

Grignard reagents trigger an addition–elimination with α′‐hydroxy acrylonitriles to selectively generate Z ‐alkenenitriles. The modular assembly of Z ‐alkenenitriles from a Grignard reagent, acrylonitrile, and an aldehyde is ideal forstereoselectively synthesizing alkenes, as illustrated in the synthesis of the putative lignan morinol I.

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